Switchable Copper-Catalyzed Approach to Benzodithiole, Benzothiaselenole, and Dibenzodithiocine Skeletons.

Org Lett

School of Chemistry and Materials Science, Jiangsu Key Laboratory of Green Synthesis for Functional Materials, Jiangsu Normal University, Xuzhou, Jiangsu 221116, China.

Published: May 2020

A copper-catalyzed reaction between 2-bromo-benzothioamides and S or Se involving sulfur rearrangement is reported, enabling access to benzodithioles and benzothiaselenoles in the presence of CsCO. In the absence of S or Se, the reaction affords dibenzodithiocines via two consecutive C(sp)-S Ullmann couplings.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7343286PMC
http://dx.doi.org/10.1021/acs.orglett.0c00907DOI Listing

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