21871-49-8Relevant articles and documents
One-pot synthesis of 5-alkylsulfanyl-1H-tetrazoles from alkyl halides
Myznikov,Vorona,Artamonova,Zevatskii, Yu. E.
, p. 1313 - 1316 (2017/08/08)
An efficient one-pot method for the synthesis of 5-alkylsulfanyl-1H-tetrazoles, tetrazol-5-ylmethane- and -ethanethiol derivatives was developed.
Preparation of 5-alkylthio and 5-arylthiotetrazoles from thiocyanates using phase transfer catalysis
LeBlanc, Blaise W.,Jursic, Branko S.
, p. 3591 - 3599 (2007/10/03)
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-benzylthiotetrazole, where the reaction between benzyl thiocyanate and azide [2+3] cycloaddition is in competition with nucleophilic substitution, with benzyl azide as product.
