Dergiler / Turkish Journal of Chemistry / 2010 / Cilt: 34 - Sayı: 4

A simple and efficient procedure for synthesis of optically active 1,3,4-oxadiazole derivatives containing L-amino acid moieties

Sayfa
603–611
DOI
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Özet

Some new unsymmetrical and optically active 2,5-disubstituted 1,3,4-oxadiazoles 5a-j were efficiently synthesized by cyclization reaction of diacylhydrazides 4a-j. The synthesis of the title compounds was achieved by the reaction of acyl hydrazides 3a-b and N-phetaloyl-L-amino acids 1a-e in the presence of the phosphoroxy chloride (POCl3) as an anhydrous reagent.

Abstract

Some new unsymmetrical and optically active 2,5-disubstituted 1,3,4-oxadiazoles 5a-j were efficiently synthesized by cyclization reaction of diacylhydrazides 4a-j. The synthesis of the title compounds was achieved by the reaction of acyl hydrazides 3a-b and N-phetaloyl-L-amino acids 1a-e in the presence of the phosphoroxy chloride (POCl3) as an anhydrous reagent.

Anahtar kelimeler: N-phetaloyl-L-amino acid, 1, 3, 4-oxadiazole, diacylhydrazide, pyridoyl hydrazide, phosphoroxy chloride