Journal
ORGANIC LETTERS
Volume 24, Issue 29, Pages 5391-5396Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c02078
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In this study, a copper-catalyzed blue-light-induced free radical ring-opening reaction of sulfonium salts with dichalcogenides was developed. The method utilizes an inexpensive copper catalyst and has a broad substrate scope, allowing for the high-yield synthesis of alkyl chalcogenides. This reaction presents a novel ring-opening model for sulfonium salts, breaking the limitation of only nucleophilic ring-opening reactions to form C-heteroatom and C-C bonds.
Herein, a copper-catalyzed, blue-light-induced free radical type ring opening of sulfonium salts with dichalcogenides has been initially developed. The developed method features an inexpensive copper catalyst and a broad substrate scope, affording practical access to alkyl chalcogenides in high yields. This reaction presents a novel ring-opening model of sulfonium salts, which breaks the limitation that only the nucleophilic ring-opening reaction could form C-heteroatom bonds and C-C bonds.
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