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Efficient Functionalization of Organosulfones via Photoredox Catalysis: Direct Incorporation of α-Carbonyl Alkyl Side Chains into α-Allyl-β-Ketosulfones

Journal 2024 · IF 4.2 · 29(9): 1971 · 发表于 2024 年 4 月 25 日
作者: Hong-Li Huang,Shan Li,Yong-Zheng Lv,Ya-Qian Shi,Tian-Tian Pang,Ru-Fen Zhang,Wenjing Huang,Jianhui Yin,Fei Gao
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摘要

A novel and efficient method for functionalizing organosulfones has been established, utilizing a visible-light-driven intermolecular radical cascade cyclization ofα-allyl-β-ketosulfones. This process employsfac-Ir(ppy)3as the photoredox catalyst andα-carbonyl alkyl bromide as the oxidizing agent. Via this approach, the substrates experience intermolecular addition ofα-carbonyl alkyl radicals to the alkene bonds, initiating a sequence of C-C bond formations that culminate in the production of organosulfone derivatives. Notably, this technique features gentle reaction conditions and an exceptional compatibility with a wide array of functional groups, making it a versatile and valuable addition to the field of organic synthesis.