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Synthesis of 2-aryl-2H-tetrazoles via a regioselective [3+2] cycloaddition reaction.

ABSTRACT: A regioselective cycloaddition reaction of arenediazonium salts with trimethylsilyldiazomethane is reported. A series of 2-aryltetrazoles were obtained in good to moderate yields with wide functional group compatibility. Furthermore, this cycloaddition reaction opens the way to build up the versatile intermediate 2-aryl-5-bromotetrazole.

SUBMITTER: Patouret R 

PROVIDER: S-EPMC4810784 | biostudies-literature | 2016 Apr

REPOSITORIES: biostudies-literature

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Synthesis of 2-aryl-2H-tetrazoles via a regioselective [3+2] cycloaddition reaction.

Patouret Remi R   Kamenecka Theodore M TM  

Tetrahedron letters 20160401 14

A regioselective cycloaddition reaction of arenediazonium salts with trimethylsilyldiazomethane is reported. A series of 2-aryltetrazoles were obtained in good to moderate yields with wide functional group compatibility. Furthermore, this cycloaddition reaction opens the way to build up the versatile intermediate 2-aryl-5-bromotetrazole. ...[more]

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