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Photochemical Halogen-Bonding Promoted Synthesis of Vinyl Sulfones via Vinyl and Sulfonyl Radicals. 2024

Zhou Jiang, and Ke You, and Haibo Wu, and Mengyu Xu, and Tao Wang, and Jin Luo
Jiangxi Province Key Laboratory of Chemical Biology, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, Jiangxi 330022, P. R. China.

A photochemical halogen-bonding-assisted synthesis of vinyl sulfones via radical-radical cross-coupling of vinyl bromines and sodium sulfinates is developed. This methodology offers a facile and efficient approach to various vinyl sulfones with excellent functional group tolerance under metal-, photocatalyst-, base-, and oxidant-free conditions. The reaction is also applicable for the late-stage functionalization of drug molecules and the hectogram scale. Moreover, instead of sodium sulfites being prepared, these reactions could also be conducted using sulfonyl chlorides in a one-pot method.

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