화학공학소재연구정보센터
Journal of Industrial and Engineering Chemistry, Vol.104, 295-332, December, 2021
A review of the role of hydrogen peroxide in organic transformations
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Under appropriate conditions, hydrogen peroxide is able to perform a multitude of oxidative organic reactions in an economically, technically, and environmentally satisfying manner. This review summarizes selected recent examples which feature the use of aqueous hydrogen peroxide in a various reactions. These serve to illustrate its value as an indispensable oxidising agent in organic synthesis.
  1. Jones CW, Clark JH, Applications of Hydrogen Peroxide and Derivatives (1999).
  2. Jones CW, Applications of hydrogen peroxide and derivatives, Royal Society of Chemistry, 2007.
  3. Strukul G, Catalytic Oxidations with Hydrogen Peroxide as Oxidant, Springer, 1992.
  4. Tundo P, Esposito V, Green chemical reactions, Springer Science & Business Media, 2008.
  5. Bryliakov KP, Chem. Rev., 117(17), 11406 (2017)
  6. Olivo G, Cusso O, Borrell M, Costas M, J. Biol. Inorg. Chem., 22, 425 (2017)
  7. Wang C, Yamamoto H, Chem. Asian J., 10, 2056 (2015)
  8. Lane BS, Burgess K, Chem. Rev., 103(7), 2457 (2003)
  9. Kaczorowska K, Kolarska Z, Mitka K, Kowalski P, Tetrahedron, 61, 8315 (2005)
  10. Dionysiou DD, Suidan MT, Baudin I, Laine JM, Appl. Catal. B: Environ., 50(4), 259 (2004)
  11. Sanchez DAG, Synlett, 1101 (2008).
  12. Thenard LJ, Ann. Chim. Phys., 8, 306 (1818)
  13. Wolffenstein R, Eur. J. Inorg. Chem., 27, 3307 (1894)
  14. Stellman JM, Encyclopaedia of occupational health and safety, International Labour Organization, 1998.
  15. Bray WC, J. Am. Chem. Soc., 43, 1262 (1921)
  16. Triandafillidi I, Tzaras DI, Kokotos CG, ChemCatChem, 10, 2521 (2018)
  17. Beckman EJ, Green Chem., 5, 332 (2003)
  18. Sato K, Hyodo M, Aoki M, Zheng XQ, Noyori R, Tetrahedron, 57, 2469 (2001)
  19. Dumitriu E, Guimon C, Cordoneanu A, Casenave S, Hulea T, Chelaru C, Martinez H, Hulea V, Catal. Today, 66(2-4), 529 (2001)
  20. Jones CW, Applications of Hydrogen Peroxide and Derivatives, Royal Society of Chemistry, Cambridge, UK, 1999.
  21. Babuponnusami A, Muthukumar K, J. Environ. Chem. Eng., 2, 557 (2014)
  22. Association MC, Properties and Essential Information for Safe Handling and Use of Cyclohexane, Manufacturing Chemists Association, 1957.
  23. Limnios D, Kokotos CG, J. Org. Chem., 79, 4270 (2014)
  24. Martin B, Sedelmeier J, Bouisseau A, Fernandez-Rodriguez P, Haber J, Kleinbeck F, Kamptmann S, Susanne F, Hoehn P, Lanz M, Green Chem., 19, 1439 (2017)
  25. ten Brink GJ, Arends IWCE, Sheldon RA, Chem. Rev., 104(9), 4105 (2004)
  26. Bauer K, Garbe D, Surburg H, Common fragrance and flavor materials: preparation, properties and uses, John Wiley & Sons, 2008.
  27. Sienel G, Rieth R, Rowbottom KT, Ullmann’s Encyclopedia of Organic Chemicals, Wiley-VCH, Weinheim, 1999.
  28. De SR, Kumar G, Jat JL, Birudaraju S, Lu B, Manne R, Puli N, Adebesin AM, Falck JR, J. Org. Chem., 79, 10323 (2014)
  29. Yamazaki S, J. Org. Chem., 77, 9884 (2012)
  30. Chen C, Yuan H, Wang H, Yao Y, Ma W, Chen J, Hou Z, Orang J, J. Organ. Chem. ACS Catal., 6, 3354 (2016)
  31. Thornburg NE, Nauert SL, Thompson AB, Notestein JM, ACS Catal., 6, 6124 (2016)
  32. Wang F, Meng XG, Wu YY, Huang H, Lv J, Yu WW, Molecules, 25, 2389 (2020)
  33. Cai L, Chen C, Wang W, Gao X, Kuang X, Jiang Y, Li L, Wu G, J. Ind. Eng. Chem., 91, 191 (2020)
  34. Campanella A, Baltanas MA, Capel-Sanchez MC, Campos-Martin JM, Fierro JL, Green Chem., 6, 330 (2004)
  35. Chen C, Cai L, Li L, Bao L, Lin Z, Wu G, Microporous Mesoporous Mater., 276, 89 (2019)
  36. Gerbase AE, Gregorio JR, Martinelli M, Brasil MC, Mendes AN, J. Am. Oil Chem. Soc., 79, 179 (2002)
  37. Lyakin OY, Ottenbacher R, Bryliakov K, Talsi E, ACS Catal, 2, 1196 (2012)
  38. Dai W, Shang S, Chen B, Li G, Wang L, Ren L, Gao S, J. Org. Chem., 79, 6688 (2014)
  39. Ottenbacher RV, Samsonenko DG, Talsi EP, Bryliakov KP, ACS Catal., 4, 1599 (2014)
  40. Shen D, Qiu B, Xu D, Miao C, Xia C, Sun W, Org. Lett., 18, 372 (2016)
  41. Cusso O, Garcia-Bosch I, Font D, Ribas X, Lloret-Fillol J, Costas M, Org. Lett., 15, 6158 (2013)
  42. Cusso O, Garcia-Bosch I, Ribas X, Lloret-Fillol J, Costas M, J. Am. Chem. Soc., 135(39), 14871 (2013)
  43. Cusso O, Cianfanelli M, Ribas X, Gebbink RJMK, Costas M, J. Am. Chem. Soc., 138(8), 2732 (2016)
  44. Wang X, Reisinger CM, List B, J. Am. Chem. Soc., 130(19), 6070 (2008)
  45. Wang C, Yamamoto H, J. Am. Chem. Soc., 136(4), 1222 (2014)
  46. Claraso C, Vicens L, Polo A, Costas M, Org. Lett., 21, 2430 (2019)
  47. Zaher O, J. Nat. Sci., 1, 38 (2020)
  48. Diez D, Nunez MG, Anton AB, Garcia P, Moro R, Garrido NM, Marcos IS, Basabe P, Urones JG, Curr. Org. Synth., 5, 186 (2008)
  49. Berube C, Barbeau X, Lague P, Voyer N, Chem. Commun., 53, 5099 (2017)
  50. Lopez-Pedrosa JM, Pitts MR, Roberts SM, Saminathan S, Whittall J, Tetrahedron Lett., 45, 5073 (2004)
  51. Berube C, Voyer N, Synth. Commun., 46, 395 (2016)
  52. Crivoi DG, Segarra AM, Medina F, J. Catal., 334, 120 (2016)
  53. Shul’pin G, Beller M, Bolm C, Transition Metals for Organic Synthesis, Wiley-VCH, New York, 2004.
  54. Bailey P, Ozonation in Organic Chemistry, V. 1: olefinic Compounds, 1978.
  55. Koike K, Inoue G, Fukuda T, J. Chem. Eng. Jap., 32, 295 (1999)
  56. Kogan V, Quintal MM, Neumann R, Org. Lett., 7, 5039 (2005)
  57. Hart SR, Whitehead DC, Travis BR, Borhan B, Org. Biomol. Chem., 9, 4741 (2011)
  58. Anand N, Reddy KHP, Rao KSR, Burri DR, Catal. Lett., 141(9), 1355 (2011)
  59. Hulea V, Dumitriu E, Appl. Catal. A: Gen., 277(1-2), 99 (2004)
  60. Maurya MR, Singh B, Adao P, Avecilla F, Pessoa JC, Eur. J. Inorg. Chem., 5720 (2007).
  61. Maurya MR, Chandrakar AK, Chand S, J. Mol. Catal. A-Chem., 270(1-2), 225 (2007)
  62. Maurya MR, Kumar M, Sikarwar S, React. Funct. Polym., 66(8), 808 (2006)
  63. Dhakshinamoorthy A, Pitchumani K, Tetrahedron, 62, 9911 (2006)
  64. Nam W, Han HJ, Oh SY, Lee YJ, Choi MH, Han SY, Kim C, Woo SK, Shin W, J. Am. Chem. Soc., 122(36), 8677 (2000)
  65. Mansuy D, Leclaire J, Fontecave M, Dansette P, Tetrahedron, 40, 2847 (1984)
  66. Tuynman A, Spelberg JL, Kooter IM, Schoemaker HE, Wever R, J. Biol. Chem., 275, 3025 (2000)
  67. Escande V, Petit E, Garoux L, Boulanger C, Grison C, ACS Sustain. Chem. Eng., 3, 2704 (2015)
  68. Wang T, Jing X, Chen C, Yu L, J. Org. Chem., 82, 9342 (2017)
  69. Ford MJ, Kohlhepp H, Miller S, Riess S, Schmidt JP, Wisplinghoff L, Org. Process Res. Dev., 15, 883 (2011)
  70. Jin P, Zhao ZH, Dai ZP, Wei DH, Tang MS, Wang XY, Catal. Today, 175(1), 619 (2011)
  71. Yap CP, Ng JK, Madrahimov S, Bengali A, Chwee TS, Fan WY, New J. Chem., 42, 11131 (2018)
  72. Yu W, Zhao Z, Org. Lett., 16, 7726 (2019)
  73. Hadian-Dehkordi L, Rezaei A, Ramazani A, Jaymand M, Samadian H, Zheng L, Deng X, Zheng H, ACS Appl. Mater. Interfaces, 12, 31360 (2020)
  74. Sugimoto H, Kitayama K, Mori S, Itoh S, J. Am. Chem. Soc., 134(46), 19270 (2012)
  75. Usui Y, Sato K, Tanaka M, Angew. Chem.-Int. Edit., 42, 5623 (2003)
  76. Trudeau S, Morgan JB, Shrestha M, Morken JP, J. Org. Chem., 70, 9538 (2005)
  77. Borrell M, Costas M, ACS Sustain. Chem. Eng., 6, 8410 (2018)
  78. Burks HE, Kliman LT, Morken JP, J. Am. Chem. Soc., 131(26), 9134 (2009)
  79. Ely RJ, Morken JP, Org. Lett., 12, 4348 (2010)
  80. Ely RJ, Morken JP, J. Am. Chem. Soc., 132(8), 2534 (2010)
  81. Hussain H, Green IR, Ahmed I, Chem. Rev., 113(5), 3329 (2013)
  82. Hitomi Y, Arakawa K, Funabiki T, Kodera M, Angew. Chem.-Int. Edit., 51, 3448 (2012)
  83. Brodsky BH, Du Bois J, J. Am. Chem. Soc., 127(44), 15391 (2005)
  84. Ottenbacher RV, Samsonenko DG, Talsi EP, Bryliakov KP, Org. Lett., 14, 4310 (2012)
  85. Shen D, Miao C, Wang S, Xia C, Sun W, Org. Lett., 16, 1108 (2014)
  86. Milan M, Bietti M, Costas M, ACS Cent. Sci., 3, 196 (2017)
  87. Wang W, Xu D, Sun Q, Sun W, Chem. Asian J., 13, 2458 (2018)
  88. Qiu B, Xu D, Sun Q, iao C, Lee YM, Li XX, Nam W, Sun W, ACS Catal., 8, 2479 (2018)
  89. Mairhofer C, Novacek J, Waser M, Org. Lett., 22, 6138 (2020)
  90. Ottenbacher RV, Talsi EP, Bryliakov KP, J. Catal., 390, 170 (2020)
  91. Morimoto Y, Bunno S, Fujieda N, Sugimoto H, Itoh S, J. Am. Chem. Soc., 137(18), 5867 (2015)
  92. Joseph JK, Singhal S, Jain SL, Sivakumaran R, Kumar B, Sain B, Catal. Today, 141, 211 (2009)
  93. Kamata K, Yamaura T, Mizuno N, Angew. Chem.-Int. Edit., 51, 7275 (2012)
  94. Yamaguchi T, Sugiura Y, Yamaguchi E, Tada N, Itoh A, Itoh A, J. Org. Chem., 6, 432 (2017)
  95. Leng Y, Wang J, Zhu DR, Shen L, Zhao PP, Zhang MJ, Chem. Eng. J., 173(2), 620 (2011)
  96. Zhao PP, Leng Y, Wang J, Chem. Eng. J., 204, 72 (2012)
  97. Kharat AN, Moosavikia S, Jahromi BT, Badiei A, J. Mol. Catal. A-Chem., 348(1-2), 14 (2011)
  98. Borah P, Ma X, Nguyen KT, Zhao Y, Angew. Chem.-Int. Edit., 51, 7756 (2012)
  99. Burri DR, Shaikh IR, Choi KM, Park SE, Catal. Commun., 8, 731 (2007)
  100. Qi X, Li J, Ji T, Wang Y, Feng L, Zhu Y, Fan X, Zhang C, Microporous Mesoporous Mater., 122, 36 (2009)
  101. Ding G, Wang W, Jiang T, Han B, Fan H, Yang G, ChemCatChem, 5, 192 (2013)
  102. Zhang J, Tang Y, Li GY, Hu C, Appl. Catal. A: Gen., 278(2), 251 (2005)
  103. Baeyer A, Villiger V, Eur. J. Inorg. Chem., 32, 3625 (1899)
  104. ten Brink GJ, Vis JM, Arends IW, Sheldon RA, J. Org. Chem., 66, 2429 (2001)
  105. Xu S, Wang Z, Zhang X, Ding K, Eur. J. Org. Chem., 110 (2011).
  106. Uyanik M, Nakashima D, Ishihara K, Angew. Chem.-Int. Edit., 51, 9093 (2012)
  107. Peris G, Miller SJ, Org. Lett., 10, 3049 (2008)
  108. Malkov AV, Friscourt F, Bell M, Swarbrick ME, Kocovsky P, J. Org. Chem., 73, 3996 (2008)
  109. Saikia PK, Sarmah PP, Borah BJ, Saikia L, Saikia K, Dutta DK, Green Chem., 18, 2843 (2016)
  110. Sasakura N, Nakano K, Ichikawa Y, Kotsuki H, RSC Adv., 2, 6135 (2012)
  111. Drozdz A, Erfurt K, Bielas R, Chrobok A, New J. Chem., 39, 1315 (2015)
  112. Mazzini C, Lebreton J, Furstoss R, J. Org. Chem., 61, 8 (1996)
  113. Murray AT, Matton P, Fairhurst NW, John MP, Carbery DR, Org. Lett., 14, 3656 (2012)
  114. Sancineto L, Tidei C, Bagnoli L, arini F, Lenardao EJ, Santi C, Molecules, 20, 10496 (2015)
  115. Bahrami K, Khodaei MM, Kamali S, Chin. J. Chem., 26, 1119 (2008)
  116. Yamada YM, Jin CM, Uozumi Y, Org. Lett., 12, 4540 (2010)
  117. Lenze M, Bauer EB, Chem. Commun., 49, 5889 (2013)
  118. Shen D, Miao C, Xu D, Xia C, Sun W, Org. Lett., 17, 54 (2014)
  119. Saini MK, Gupta R, Parbhakar S, Singh S, Hussain F, RSC Adv., 4, 38446 (2014)
  120. Moriyama K, Takemura M, Togo H, J. Org. Chem., 79, 6094 (2014)
  121. Olivo G, Giosia S, Barbieri A, Lanzalunga O, Di Stefano S, Org. Biomol. Chem., 14, 10630 (2016)
  122. Emayavaramban P, Babu SG, Karvembu R, Kadirvelu K, Dharmaraj N, J. Nanosci. Nanotechnol., 16, 2517 (2016)
  123. Ni J, Yu WJ, He L, Sun H, Cao Y, He HY, Fan KN, Green Chem., 11, 756 (2009)
  124. Li X, Cao R, Lin Q, Catal. Commun., 69, 5 (2015)
  125. Wang ZG, Yang Y, Cao XH, Lu M, J. Iran. Chem. Soc., 12, 1765 (2015)
  126. Unver H, Kani I, J. Chem. Sci., 130, 33 (2018)
  127. Farhadi S, Hakimi M, Maleki M, RSC Adv., 8, 6768 (2018)
  128. Fu H, Hu C, Huang Z, Zhou J, Peng X, Synlett, 29, 447 (2018)
  129. da Silva MJ, Andrade PHD, Ferreira SO, Vilanculo CB, Oliveira CM, Catal. Lett., 148(8), 2516 (2018)
  130. Viana LAS, da Silva GRN, da Silva MJ, Catal. Lett., 148(1), 374 (2018)
  131. Mohammadi M, Khazaei A, Rezaei A, Huajun Z, Xuwei S, ACS Sustainable Chem. Eng., 75, 5283 (2019)
  132. Mohammadi M, Rezaei A, Khazaei S, Xuwei S, Huajun Z, ACS Appl. Mater. Interfaces, 1136, 33194 (2019)
  133. Khodamorady M, Bahrami K, Chem. Select, 4, 8183 (2019)
  134. Nikishin GI, Kapustina NI, Lyubov’ LS, Bityukov OV, Terent’e AO, Tetrahedron Lett., 61, 152154 (2020)
  135. Moore JD, Herpel RH, Lichtsinn JR, Flynn DL, Hanson PR, Org. Lett., 5, 105 (2003)
  136. Dubbaka SR, Vogel P, J. Am. Chem. Soc., 125(50), 15292 (2003)
  137. Kværnø L, Werder M, Hauser H, Carreira EM, Org. Lett., 7, 1145 (2005)
  138. Lassalle G, Galtier D, Galli F, European patent 643047, 1995.
  139. Bahrami K, Khodaei MM, Soheilizad M, J. Org. Chem., 74, 9287 (2009)
  140. Oae S, Kim Y, Takata T, Fukushima D, Tetrahedron Lett., 18, 1195 (1977)
  141. Freeman F, Chem. Rev., 84, 117 (1984)
  142. Oae S, Takata T, Kim YH, Bull. Chem. Soc. Jpn., 55, 2484 (1982)
  143. Oae S, Shinhama KI, Fujimori K, Kim YH, Bull. Chem. Soc. Jpn., 53, 775 (1980)
  144. Bahrami K, Khodaei MM, Soheilizad M, Tetrahedron Lett., 51, 4843 (2010)
  145. Bahrami K, Khodaei MM, Khaledian D, Tetrahedron Lett., 53, 354 (2012)
  146. Bahrami K, Khodaei MM, Abbasi J, Tetrahedron, 68, 5095 (2012)
  147. Bahrami K, Khodaei MM, Abbasi J, Synthesis, 44, 316 (2012)
  148. Parnian R, Soleimani E, Bahrami K, Chem. Select, 4, 8554 (2019)
  149. Karimi B, Hazarkhani H, Zareyee D, Synthesis, 2513 (2002).
  150. Akdag A, Webb T, Worley S, Tetrahedron Lett., 47, 3509 (2006)
  151. Price CC, Stacy G, Coll (1995).
  152. Kirihara M, Asai Y, Ogawa S, Noguchi T, Hatano A, Hirai Y, Synthesis, 3286 (2007).
  153. Kulkarni AM, Desai UV, Pandit KS, Kulkarni MA, Wadgaonkar PP, RSC Adv., 4, 36702 (2014)
  154. Bahrami K, Khodaei MM, Tajik M, Synthesis, 4282 (2010).
  155. Ho TL, Synth. Commun., 9, 37 (1979)
  156. Bahrami K, Khodaei MM, Shakibaian V, Khaledian D, Yousefi BH, J. Sulfur Chem., 33, 155 (2012)
  157. Bahrami K, Khodaei MM, Tirandaz Y, Synthesis, 369 (2009).
  158. Bahrami K, Khodaei MM, Farrokhi A, Tetrahedron, 65, 7658 (2009)
  159. Grellepois F, Portella C, Synthesis, 3443 (2008).
  160. Patai S, Rappoport ZZ, Stirling C, The chemistry of sulphones and sulphoxides, Wiley, 1988.
  161. Allin S, Shuttleworth S, Page P, Organosulfur Chemistry - Synthetic and Stereochemical Aspects, Springer, Berlin, Germany, 1999.
  162. Patai S, Rappoport Z, Synthesis of Sulfones Sulfoxides and Cyclic Sulfides, Chichester, 1994.
  163. Madesclaire M, Tetrahedron, 42, 5459 (1986)
  164. Prilezhaeva EN, Russ. Chem. Rev., 69, 367 (2000)
  165. Li J, Yanag Z, Li S, Jin Q, Zhao J, J. Ind. Eng. Chem., 82, 1 (2020)
  166. Karimi B, Ghoreishi-Nezhad M, Clark JH, Org. Lett., 7, 625 (2005)
  167. Chakravarthy RD, Ramkumar V, Chand DK, Green Chem., 16, 2190 (2014)
  168. Liu FL, Fu ZH, Liu YC, Lu CL, Wu YY, Xie F, Ye ZP, Zhou XP, Yin DL, Ind. Eng. Chem. Res., 49(5), 2533 (2010)
  169. Bahrami K, Khodaei MM, Arabi MS, J. Org. Chem., 75, 6208 (2010)
  170. Khodaei MM, Bahrami K, Arabi MS, J. Sulfur Chem., 31, 83 (2010)
  171. Rostami A, Akradi J, Tetrahedron Lett., 51, 3501 (2010)
  172. Shaabani A, Rezayan AH, Catal. Commun., 8, 1112 (2007)
  173. Golchoubian H, Hosseinpoor F, Molecules, 12, 304 (2007)
  174. Mokhtary M, Qandalee M, Niaki MR, J. Chem., 9, 863 (2012)
  175. Shen HM, Zhou WJ, Ma X, Wu HK, Yu WB, Ai N, Ji HB, Shi HX, She YB, Molecules, 20, 16709 (2015)
  176. Mercier EA, Smith CD, Parvez M, Back TG, J. Org. Chem., 77, 3508 (2012)
  177. Zhao W, Yang C, Cheng Z, Zhang Z, Green Chem., 18, 995 (2016)
  178. Kamata K, Hirano T, Ishimoto R, Mizuno N, Dalton Trans., 39, 5509 (2010)
  179. Hu YL, Liu XB, Fang D, Catal. Sci. Technol., 4, 38 (2014)
  180. Secci F, Arca M, Frongia A, Piras PP, New J. Chem., 38, 3622 (2014)
  181. Khodaei MM, Bahrami K, Khedri M, Can. J. Chem., 85, 7 (2007)
  182. Matteucci M, Bhalay G, Bradley M, Org. Lett., 5, 235 (2003)
  183. Kirihara M, Itou A, Noguchi T, Yamamoto J, Synlett, 1557 (2010).
  184. Khodaei MM, Bahrami K, Karimi A, Synthesis, 1682 (2008).
  185. Khodaei MM, Bahrami K, Tirandaz Y, J. Sulfur Chem., 30, 581 (2009)
  186. Yuan Y, Bian Y, Tetrahedron Lett., 48, 8518 (2007)
  187. Al-Maksoud W, Daniele S, Sorokin AB, Green Chem., 10, 447 (2008)
  188. Tressler CM, Stonehouse P, Kyler KS, Green Chem., 18, 4875 (2016)
  189. Veisi H, Eshbala FH, Hemmati S, Baghayeri M, RSC Adv., 5, 10152 (2015)
  190. Dadvar MA, Fazaeli R, Chin. J. Catal., 37, 494 (2016)
  191. Ghorbani-Choghamarani A, Azadi G, Croat. Chem. Acta, 89, 49 (2016)
  192. Otokesh S, Kolvari E, Amoozadeh A, Koukabi N, RSC Adv., 5, 53749 (2015)
  193. Abdi G, Alizadeh A, Khodaei M, Mater. Chem. Phys., 201, 323 (2017)
  194. Hasanpour R, Feizpour F, Jafarpour M, Rezaeifard A, New J. Chem., 42, 7383 (2018)
  195. Niu J, Han M, Niu Y, Wan R, Xu Q, Lu J, Ma P, Zhang C, Wang J, J. Chem. Eur., 24, 11059 (2018)
  196. Rostamnia S, Gholipour B, Liu X, Wang Y, Arandiyan H, J. Colloid Interface Sci., 511, 447 (2018)
  197. Mirfakhraei S, Hekmati M, Eshbala FH, Veisi H, New J. Chem., 42, 1757 (2018)
  198. Afzali N, Tangestaninejad S, Moghadam M, Mirkhani V, Mechler A, Mohammadpoor-Baltork I, Kardanpour R, Zadehahmadi F, Appl. Organomet. Chem., 32 (2018)
  199. Bahrami K, Khodamorady M, Appl. Organomet. Chem., 132 (2018)
  200. Kermanshahi MGH, Bahrami K, RSC Adv., 9, 36103 (2019)
  201. Li J, Wei C, Guo D, Wang C, Han Y, He G, Zhang J, Huang X, Hu C, Dalton Trans., 49, 14148 (2020)
  202. Carreno MC, Hernandez-Torres G, Ribagorda M, Urbano A, Chem. Commun., 6129 (2009)
  203. Mellah M, Voituriez A, Schulz E, Chem. Rev., 107(11), 5133 (2007)
  204. Kobayashi S, Ogawa C, Konishi H, Sugiura M, J. Am. Chem. Soc., 125(22), 6610 (2003)
  205. Bentley R, Chem. Soc. Rev., 34, 609 (2005)
  206. Legros J, Dehli JR, Bolm C, Adv. Synth. Catal., 347, 19 (2005)
  207. Liao SH, Coric I, Wang QG, List B, J. Am. Chem. Soc., 134(26), 10765 (2012)
  208. Fernandez I, Khiar N, Chem. Revi., 103, 3651 (2003)
  209. Dai W, Li J, Chen B, Li G, Lv Y, Wang L, Gao S, Org. Lett., 15, 5658 (2013)
  210. Yang J, Wang L, Lv Y, Li N, An Y, Gao S, Tetrahedron Lett., 59, 156 (2018)
  211. O’Mahony GE, Ford A, Maguire AR, J. Org. Chem., 77, 3288 (2012)
  212. Sun J, Zhu C, Dai Z, Yang M, Pan Y, Hu H, J. Org. Chem., 69, 8500 (2004)
  213. Drago C, Caggiano L, Jackson RF, Angew. Chem.-Int. Edit., 117, 7387 (2005)
  214. Egami H, Katsuki T, J. Am. Chem. Soc., 129(29), 8940 (2007)
  215. Labayle D, Fischer D, Vielh P, Drouhin F, Pariente A, Bories C, Duhamel O, Trousset M, Attali P, Gastroenterology, 101, 635 (1991)
  216. Giardiello FM, Hamilton SR, Krush AJ, Piantadosi S, Hylind LM, Celano P, Booker SV, Robinson CR, Offerhaus GJA, J. Med., 328, 1313 (1993)
  217. Takayama T, Nagashima H, Maeda M, Nojiri S, Hirayama M, Nakano Y, Takahashi Y, Sato Y, Sekikawa H, Mori M, Clin. Cancer Res., 17, 3803 (2011)
  218. Ma L, Chen S, Li G, Zhang J,Wang Q, Tang Z, ACS Catal., 92, 1525 (2019)
  219. Wang F, Feng L, Dong S, Liu X, Feng X, Chem. Commun., 56, 3233 (2020)
  220. Colladon M, Scarso A, Strukul G, Green Chem., 10, 793 (2008)
  221. Priewisch B, Ruck-Braun K, J. Org. Chem., 70, 2350 (2005)
  222. Zhu Z, Espenson JH, J. Org. Chem., 60, 1326 (1995)
  223. Prasad MR, Kamalakar G, Madhavi G, Kulkarni SJ, Raghavan KV, J. Mol. Catal. A-Chem., 186(1-2), 109 (2002)
  224. Murray RW, Iyanar K, Chen J, Wearing JT, Tetrahedron Lett., 37, 805 (1996)
  225. Ding Y, Zhao W, Song W, Zhang Z, Ma B, Green Chem., 13, 1486 (2011)
  226. Zhao W, Yang C, New J. Chem., 37, 1867 (2013)
  227. Yang C, Zhao W, Cheng Z, Luo B, Bi D, RSC Adv., 5, 36809 (2015)
  228. Larionov OV, Stephens D, Mfuh AM, Arman HD, Naumova AS, Chavez G, Skenderi B, Org. Biomol. Chem., 12, 3026 (2014)
  229. Bergstad K, Backvall JE, J. Org. Chem., 63, 6650 (1998)
  230. Choudary B, Bharathi B, Reddy CV, Kantam ML, Green Chem., 4, 279 (2002)
  231. Soldaini G, Cardona F, Goti A, Org. Lett., 9, 473 (2007)
  232. Uraguchi D, Tsutsumi R, Ooi T, J. Am. Chem. Soc., 135(22), 8161 (2013)
  233. Kraiem J, Ghedira D, Ollevier T, Green Chem., 18, 4859 (2016)
  234. Barluenga J, Marco-Arias M, Gonzalez-Bobes F, Ballesteros A, Gonzalez JM, Chem. Commun., 2616 (2004)
  235. Terent’ev AO, Khodykin SV, Krylov IB, Ogibin YN, Nikishin GI, Synthesis, 1087 (2006).
  236. Patil RD, Joshi G, Adimurthy S, Ind. Eng. Chem. Res., 49(17), 8100 (2010)
  237. Dong JJ, Fernandez-Fueyo E, Li J, Guo Z, Renirie R, Wever R, Hollmann F, Chem. Commun., 53, 6207 (2017)
  238. Tyman JH, Synthetic and natural phenols, Elsevier, 1996.
  239. Das SK, Bhattacharjee P, Bora U, Chem. Select, 3, 2131 (2018)
  240. Kotoucova H, Strnadova I, Kovandova M, Chudoba J, Dvorakova H, Cibulka R, Org. Biomol. Chem., 12, 2137 (2014)
  241. Hock H, Lang S, Uber Peroxyde von Benzol-Derivaten, Berichte der deutschen chemischen Gesellschaft (A and B Series), 1944.
  242. Gupta S, Chaudhary P, Srivastava V, Kandasamy J, Tetrahedron Lett., 57, 2506 (2016)
  243. Mulakayala N, Kumar KM, Rapolu RK, Kandagatla B, Rao P, Oruganti S, Pal M, Tetrahedron Lett., 53, 6004 (2012)
  244. Gogoi A, Bora U, Synlett, 23, 1079 (2012)
  245. Mahanta A, Adhikari P, Bora U, Thakur AJ, Tetrahedron Lett., 56, 1780 (2015)
  246. Gogoi P, Bezboruah P, Gogoi J, Boruah RC, Eur. J. Org. Chem., 7291 (2013)
  247. Gupta S, Chaudhary P, Seva L, Sabiah S, Kandasamy J, RSC Adv., 5, 89133 (2015)
  248. Dhakshinamoorthy A, Asiri AM, Garcia H, Tetrahedron, 72, 2895 (2016)
  249. Borah R, Saikia E, Bora SJ, Chetia B, Tetrahedron Lett., 58, 1211 (2017)
  250. Tamao K, Ishida N, Tanaka T, Kumada M, Organometallics, 2, 1694 (1983)
  251. Tamao K, Jpn. Acad. Ser. B, 84, 123 (2008)
  252. Tamao K, Hayashi T, Ito Y, Bassindale AR, Gaspar, Frontiers of Organosilicon Chemistry, Royal Society of Chemistry, Cambridge, 1991.
  253. Fleming I, Henning R, Plaut H, J. Chem. Soc. Chem. Commun., 29 (1984).
  254. Jones GR, Landais Y, Tetrahedron, 52, 7599 (1996)
  255. Tamao K, Kumada M, Maeda K, Tetrahedron Lett., 25, 321 (1984)
  256. Rayment EJ, Summerhill N, Anderson EA, J. Org. Chem., 77, 7052 (2012)
  257. Limnios D, Kokotos CG, ACS Catal., 3, 2239 (2013)
  258. Ishimoto R, Kamata K, Mizuno N, Angew. Chem.-Int. Edit., 121, 9062 (2009)
  259. Devi ES, Alanthadka A, Tamilselvi A, Nagarajan S, Sridharan V, Maheswari CU, Org. Biomol. Chem., 14, 8228 (2016)
  260. Liu X, Jensen KF, Green Chem., 14, 1471 (2012)
  261. Saikia M, Saikia L, RSC Adv., 6, 14937 (2016)
  262. Tank R, Pathak U, Vimal M, Bhattacharyya S, Pandey LK, Green Chem., 13, 3350 (2011)
  263. Gopinath R, Patel BK, Org. Lett., 2, 577 (2000)
  264. Bahrami K, Khodaei MM, Naali F, J. Org. Chem., 73, 6835 (2008)
  265. Bahrami K, Khodaei MM, Naali F, Synlett, 569 (2009).
  266. Bahrami K, Khodaei MM, Kavianinia I, Synthesis, 547 (2007).
  267. Bai GY, Xu K, Chen GF, Yang YH, Li TY, Synthesis, 1599 (2011).
  268. Zhu C, Wei Y, Chem. Sus. Chem., 4, 1082 (2011)
  269. Bai G, Lan X, Liu X, Liu C, Shi L, Chen Q, Chen G, Green Chem., 16, 3160 (2014)
  270. Yadav VK, Srivastava VP, Yadav LDS, Tetrahedron Lett., 59, 252 (2018)
  271. Bahrami K, Bakhtiarian M, Chem. Select, 3, 10875 (2018)
  272. Bahrami K, Khodaei BB, Tajik M, Shakibaian V, Chin. Chem. Lett., 23, 81 (2012)
  273. Komatsu N, Uda M, Suzuki H, Synlett, 984 (1995).
  274. Page PCB, van Niel MB, Prodger JC, Tetrahedron, 45, 7643 (1989)
  275. Gresen T, Wuts P, John Wiley & Sons, New York, 1999.
  276. Banerjee AK, Laya MS, Russ. Chem. Rev., 69, 947 (2000)
  277. Firouzabadi H, Iranpoor N, Hazarkhani H, Karimi B, J. Org. Chem., 67, 2572 (2002)
  278. Fleming FF, Funk L, Altundas R, Tu Y, J. Org. Chem., 66, 6502 (2001)
  279. Liu J, Wong CH, Tetrahedron Lett., 43, 4037 (2002)
  280. Barhate NB, Shinde PD, Mahajan VA, Wakharkar RD, Tetrahedron Lett., 43, 6031 (2002)
  281. Meshram H, Reddy GS, Yadav J, Tetrahedron Lett., 38, 8891 (1997)
  282. Wu Y, Shen X, Huang JH, Tang CJ, Liu HH, Hu Q, Tetrahedron Lett., 43, 6443 (2002)
  283. Pil HJ, Chem. Lett., 24, 507 (1995)
  284. Crich D, J. Picione, Synlett, 1257 (2003).
  285. Hirano M, Ukawa K, Yakabe S, Clark JH, Morimoto T, Synthesis, 858 (1997).
  286. Kamal A, Laxman E, Reddy P, Synlett, 1476 (2000).
  287. Schmittel M, Levis M, Synlett, 315 (1996).
  288. Das B, Ramu R, Reddy MR, Mahender G, Synthesis, 250 (2005).
  289. Langille NF, Dakin LA, Panek JS, Org. Lett., 5, 575 (2003)
  290. Oksdath-Mansilla G, Penenory AB, Tetrahedron Lett., 48, 6150 (2007)
  291. Kirihara M, Harano A, Tsukiji H, Takizawa R, Uchiyama T, Hatano A, Tetrahedron Lett., 46, 6377 (2005)
  292. Ganguly NC, Mondal P, Synth. Commun., 41, 2374 (2011)
  293. Sandler SR, Karo W, Organic functional group preparations, Elsevier, 2013.
  294. Barton D, Beaton J, J. Am. Chem. Soc., 83, 4083 (1961)
  295. Kadzyauskas P, Zefirov NS, Russ. Chem. Rev., 37, 543 (1968)
  296. Mukai C, Hanaoka M, Synlett, 11 (1996).
  297. Czekelius C, Carreira EM, Angew. Chem.-Int. Edit., 44, 612 (2005)
  298. Ganguly NC, Barik SK, Synthesis, 425 (2008).
  299. Ganguly NC, Nayek S, Barik SK, Synth. Commun., 39, 4053 (2009)
  300. Ganguly NC, Sukai AK, De S, De P, Synth. Commun., 31, 1607 (2001)
  301. Ballistreri FP, Chiacchio U, Rescifina A, Tomaselli G, Toscano RM, Molecules, 13, 1230 (2008)
  302. Nobuta T, Tada N, Fujiya A, Kariya A, Miura T, Itoh A, Org. Lett., 15, 574 (2013)
  303. Terent’ev AO, Yaremenko IA, Chernyshev VV, Dembitsky VM, Nikishin GI, J. Org. Chem, 77, 1833 (2012)
  304. Sun X, Li P, Zhang X, Wang L, Org. Lett., 16, 2126 (2014)
  305. Zhu HT, Chen PH, Liu GS, J. Am. Chem. Soc., 136(5), 1766 (2014)
  306. Zhu H, Chen P, Liu G, Org. Lett., 17, 1485 (2015)
  307. Patel OP, Anand D, Maurya RK, Yadav PP, J. Org. Chem., 81, 7626 (2016)
  308. Chen S, Hossain MS, Foss FW, Org. Lett., 14, 2806 (2012)
  309. Lasch R, Fehler SK, Heinrich MR, Org. Lett., 18, 1586 (2016)
  310. Guo W, Liu Y, Li C, Org. Lett., 19, 1044 (2017)
  311. Tachikawa Y, Nagasawa Y, Furuhashi S, Cui L, Yamaguchi E, Tada N, Miura T, Itoh A, RSC Adv., 5, 9591 (2015)
  312. Hiebel MA, Berteina-Raboin S, Green Chem., 17, 937 (2015)
  313. Dhineshkumar J, Prabhu KR, Org. Lett., 15, 6062 (2013)
  314. Huang HM, Li YJ, Ye Q, Yu WB, Han L, Jia JH, Gao JR, J. Org. Chem., 79, 1084 (2014)
  315. Pastori N, Greco C, Clerici A, Punta C, Porta O, Org. Lett., 12, 3898 (2010)
  316. Reitti M, Gurubrahamam R, Walther M, Lindstedt E, Olofsson B, Org. Lett., 20, 1785 (2018)
  317. Yaremenko IA, Gomes GDP, Radulov PS, et al., J. Org. Chem., 83, 4402 (2018)
  318. Vil’ VA, dos Passos Gomes G, Bityukov OV, Lyssenko KA, Nikishin GI, Alabugin IV, Terent’ev AO, Angew. Chem.-Int. Edit., 130, 3430 (2018)