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Rhodium Thiavinyl Carbenes from 1,2,3-Thiadiazoles Enable Modular Synthesis of Multisubstituted Thiophenes

Daria Kurandina and Vladimir Gevorgyan*

*Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607-7061, United States, Email: vladuic.edu

D. Kurandina, V. Gevorgyan, Org. Lett., 2016, 18, 1804-1807.

DOI: 10.1021/acs.orglett.6b00541 (free Supporting Information)


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Abstract

A rhodium-catalyzed transannulation reaction between 1,2,3-thiadiazoles and alkynes enables a highly efficient and regioselective synthesis of highly substituted thiophenes via intermediacy of a previously unknown Rh thiavinyl carbene.


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Key Words

thiophenes


ID: J54-Y2016