Alkyl Radical Initiated Cyclization/Cascade for Synthesizing Lactam-Substituted Alkyl Sulfones  

作　　者：Li-Jun Wu Kai-Yi Zhang Pei Yang Chuan-Chong Peng Jin-Hui Liu Qing Li Da-Zhi Sun Shuangfeng Yin 

机构地区：[1]College of Sciences,Central South University of Forestry and Technology,Changsha,Hunan,410004 China [2]School of Chemistry and Chemical Engineering,Inner Mongolia University,Hohhot,Inner Mongolia,010021 China

出　　处：《Chinese Journal of Chemistry》2024年第16期1853-1859,共7页中国化学（英文版）

基　　金：the Scientific Research Fund of Hunan Provincial Education Department(21B0262 and 22B1094);the Natural Science Foundation of Hunan Province(2022JJ40857);the Hunan Provincial Innovation Foundation For Postgraduate(CX20230757)forfinancial support.

摘　　要：An alkyl radical initiated cyclization/tandem reaction of alkyl bromides and alkyl electrophiles by using potassium metabisulphite(K_(2)S_(2)O_(5))as a connector is developed for the synthesis of various lactam-substituted alkyl sulfones.Notably,this process does not require a metal catalyst or metal powder reductant,highlighting its environmentally friendly features.The reaction demonstrates outstanding substrate adaptability and a high tolerance towards diverse functional groups.Furthermore,the biologically active molecules and commercially available drugs with a late-stage modification are also highly compatible with this transformation.Mechanistic studies revealed that the reaction proceeds through a single-step process involving intramolecular radical cyclization,"SO_(2)"insertion,and external alkyl incorporation.

关 键 词：Alkyl radical Metal-free catalyzed Cyclization/cascade Potassium metabisulphite Electrophiles Alkyl sulfones LACTAMS Alkyl bromides Sodium formate 

分 类 号：O62[理学—有机化学]