Journal
ORGANIC LETTERS
Volume 23, Issue 15, Pages 6164-6168Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c02299
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Funding
- Research Grants Council of the Hong Kong Special Administrative Region, China [15100019, C5008-19G]
- Hong Kong Polytechnic University [1-ZVPS, 1-ZE2E]
- State Key Laboratory of Chemical Biology and Drug Discovery
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A Chan-Lam-type C-S coupling reaction using sodium aryl sulfinates has been developed to provide diaryl thioethers in high yields with the presence of a copper catalyst and potassium sulfite. The mechanistic study revealed that potassium sulfite was involved in the deoxygenation of sulfinates through a radical process.
A Chan-Lam-type C-S coupling reaction using sodium aryl sulfinates has been developed to provide diaryl thioethers in up to 92% yields in the presence of a copper catalyst and potassium sulfite. Both electron-rich and electron-poor sodium aryl sulfinates and diverse organoboron compounds were tolerated for the synthesis of aryl and heteroaryl thioethers and dithioethers. The mechanistic study suggested that potassium sulfite was involved in the deoxygenation of sulfinate through a radical process.
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