One-Pot Reactions for Synthesis of 2,5-Substituted Tetrazoles from Aryldiazonium Salts and Amidines

Mani Ramanathan, Yu-Hao Wang and Shiuh-Tzung Liu*

*Department of Chemistry, National Taiwan University, Taipei 106, Taiwan, Email: stliuntu.edu.tw

M. Ramanathan, Y.-H. Wang, S.-T. Liu, Org. Lett., 2015, 17, 5886-5889.

DOI: 10.1021/acs.orglett.5b03068

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Abstract

The reaction of aryldiazonium salts with amidines followed by oxidative ring closure with I₂/KI under basic conditions provides 2,5-disubstituted tetrazoles in good yields. This one-pot synthesis offers mild reaction conditions, short reaction time and a convenient workup.

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Key Words

2H-tetrazoles

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ID: J54-Y2015