Visible Light-Induced Deoxygenation and Allylation/Vinylation of Pyridyl Ethers.

Org Lett

State Key Laboratory of Metastable Materials Science and Technology, Hebei Key Laboratory of Nano-biotechnology, Yanshan University, Qinhuangdao 066004, China.

Published: October 2022

The generation of alkyl radicals by deoxygenation of unactivated ethers under visible light catalysis is a hitherto unmet challenge. Herein, we report a visible light-induced deoxygenation of pyridyl ethers via formation of their pyridinium salts. The generated benzylic radicals further react with allyl/alkenyl sulfones to provide a series of coupling products in good to moderate yields. This process is proposed to undergo a reductive quenching cycle, which was elucidated by chemical, optical, and electrical experiments.

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http://dx.doi.org/10.1021/acs.orglett.2c02756DOI Listing

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