Bisulfite-mediated base-free decarboxylative carbonylsulfination of alkenes:access toβ-keto sultines  

作　　者：Yongxin Zhang Pan Zhou Xinyue Ma Xiaoxiao Yang Xing Fang Yuxi Wang Chao Shu 

机构地区：[1]State Key Laboratory of Green Pesticide,Engineering Research Center of Photoenergy Utilization for Pollution Control and Carbon Reduction,CCNU-uOttawa Joint Research Centre,College of Chemistry,Central China Normal University(CCNU),Wuhan 430079,China [2]Key Laboratory of Functional Molecular Solids,Ministry of Education,Anhui Normal University,Wuhu 241000,China

出　　处：《Science China Chemistry》2025年第2期622-630,共9页中国科学(化学英文版)

基　　金：supported by the National Key R&D Program of China(2023YFD1700500);the National Natural Science Foundation of China(22301093);the Fundamental Research Funds for the Central Universities,the Central China Normal University(CCNU);the Knowledge Innovation Program of Wuhan-Shuguang Project.

摘　　要：A straightforward three-component decarboxylative cross-coupling ofα-keto acids,alkenes and sodium bisulfite is established for the construction of otherwise challenging-to-accessβ-keto sultine derivatives.This reaction involves the photoinduced carbonylsulfination of alkenes and utilizes sodium bisulfite as both a sulfur dioxide surrogate and buffer agent for deprotonation ofα-keto carboxylic acids.Of note,the practical procedure featured broad substrate scope and group tolerance for diverse biologically important molecules under mild and operationally simple conditions,using an organic photocatalyst.Mechanistic studies indicated that the transformation proceeds an apparent two-pronged radical addition/radical-polar crossover/SO_(2) insertion/ionic cyclization relay process,distinct from traditional alkenes bifunctionalization.

关 键 词：photoredox catalysis β-keto sultines carbonylsulfination sodium bisulfite RADICAL 

分 类 号：O621.251[理学—有机化学]