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Arylthianthrenium Salts as the Aryl Sources: Visible Light/Copper Catalysis-Enabled Intermolecular Azidosulfonylation of Alkenes.

Hao XuXufeng LiYifei WangXiuyan SongYongjia ShiJian LvDaoshan Yang
Published in: Organic letters (2024)
The difunctionalization of alkenes using aryl thianthrenium salts as the aryl sources has been reported sporadically. However, the four-component difunctionalization of alkenes on the basis of aryl thianthrenium salts has not been reported thus far and still remains a challenge. Herein, a visible light/copper catalysis-enabled four-component reaction of aryl thianthrenium salts, DABCO·(SO 2 ) 2 , alkenes, and TMSN 3 is presented, which affords a facile approach to β-azidosulfones in good yields with broad substrate scope and excellent functional group tolerance. This strategy indirectly realizes the method for the synthesis of β-azidosulfones through site-selective aryl C-H bond functionalization and alkene difunctionalization. This developed method is an important complement to thianthrenium salts chemistry.
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