Synthetic communications

Preparation of 5-alkylthio and 5-arylthiotetrazoles from thiocyanates using phase transfer catalysis

BW LeBlanc, BS Jursic

Index: LeBlanc, Blaise W.; Jursic, Branko S. Synthetic Communications, 1998 , vol. 28, # 19 p. 3591 - 3599

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Citation Number: 72

Abstract

Abstract A very efficient method of preparation for 5-alkyl and 5-arylthiotetrazoles from the corresponding alkyl or aryl halides is described. The halides are first transformed into thiocyanates which further react with azide, yielding the corresponding tetrazoles with [2+ 3] polar cycloaddition. All synthetic transformations are performed under phase transfer catalytic conditions. The yields vary from good to excellent except for the preparation of 5- ...