期刊
SYNTHESIS-STUTTGART
卷 45, 期 8, 页码 1083-1093出版社
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0032-1316877
关键词
heterocycles; substituent effects; rearrangement; hydrazide; aminotriazole
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.
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