학술논문

A safe Synthesis of 1,5-Disubstituted 3-Amino-1H-1,2,4-triazoles from 1,3,4-Oxadiazolium Hexafluorophosphates.
Document Type
Article
Source
Synthesis. 2013, Vol. 45 Issue 8, p1083-1093. 11p.
Subject
*TRIAZOLES synthesis
*AMINO acids
*CHEMICAL synthesis
*CALCIUM cyanamide
*TRIETHYLAMINE
Language
ISSN
0039-7881
Abstract
Hexafluorophosphoric acid promotes 1,3,4-oxadiazolium hexafluorophosphate formation from N'-acyl-N-aroyl-N-arylhydrazides or N'-acyl-N-acyl-N-arylhydrazides under mild conditions. These 1,3,4-oxadiazolium hexafluorophosphates can be treated with cyanamide in propan-2-ol in the presence of triethylamine to generate 1,5-disubstituted 3-amino-1H-1,2,4-triazoles in good yields. This safe and scalable protocol displays a broad scope with respect to N-substitutions and N'-acyl protecting groups. [ABSTRACT FROM AUTHOR]