Turkish Journal of Chemistry, Vol.36, No.5, 671-681, 2012
A one-pot efficient four-component reaction for the synthesis of 2-(arylamino)-2-(5-aryl-1-ethenyl-1,3,4-oxadiazol-2-yl)propyl benzoate (or 4-bromobenzoate) derivatives
Reactions of N-isocyaniminotriphenylphosphorane with 2-oxopropyl benzoate (or 2-oxopropyl 4-bromobenzoate) in the presence of 3-phenyl-2-propynoic acid and primary amines proceeded smoothly at room temperature and in neutral conditions to afford sterically congested 1,3,4-oxadiazole derivatives in high yields. The reaction proceeded smoothly and cleanly under mild conditions and no side reactions were observed.
Keywords:2-Oxopropyl benzoate;2-oxopropyl 4-bromobenzoate;3-phenyl-2-propynoic acid;1,3,4-oxadiazole;N-isocyaniminotriphenylphosphorane