Issue 92, 2015

Silver-catalyzed regioselective [3+2] cycloaddition of arene-diazonium salts with 2,2,2-trifluorodiazoethane (CF3CHN2): a facile access to 2-aryl-5-trifluoromethyltetrazoles

Abstract

A silver-catalyzed regioselective [3+2] cycloaddition reaction of arenediazonium salts with 2,2,2-trifluorodiazoethane (CF3CHN2) is reported. Under mild conditions, a series of 2-aryl substituted 5-trifluoromethyltetrazoles were obtained in moderate to excellent yields with wide functional group compatibility. Furthermore, this cycloaddition reaction could also be performed in a one-pot diazotization/cycloaddition sequence from commercially available aniline derivatives.

Graphical abstract: Silver-catalyzed regioselective [3+2] cycloaddition of arene-diazonium salts with 2,2,2-trifluorodiazoethane (CF3CHN2): a facile access to 2-aryl-5-trifluoromethyltetrazoles

Supplementary files

Article information

Article type
Communication
Submitted
01 Sep 2015
Accepted
17 Sep 2015
First published
17 Sep 2015

Chem. Commun., 2015,51, 16545-16548

Author version available

Silver-catalyzed regioselective [3+2] cycloaddition of arene-diazonium salts with 2,2,2-trifluorodiazoethane (CF3CHN2): a facile access to 2-aryl-5-trifluoromethyltetrazoles

Z. Chen, S. Fan, Y. Zheng and J. Ma, Chem. Commun., 2015, 51, 16545 DOI: 10.1039/C5CC07324C

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