Stereospecific Assembly of Trisubstituted Alkenes via Photoinduced Nitrogen-Centered Radical-Triggered C—C Bond Cleavage/Functionalization of Oxime Esters

作     者：Yu Bao Zhi-Jie Song Jin-Long Dai Shenghu Yan Yue Zhang Jia-Yin Wang Guigen Li Yu Bao;Zhi-Jie Song;Jin-Long Dai;Shenghu Yan;Yue Zhang;Jia-Yin Wang;Guigen Li

作者机构：School of PharmacyChangzhou UniversityChangzhouJiangsu 213164China Department of Chemistry and BiochemistryTexas Tech University79409USA 

出 版 物：《Chinese Journal of Chemistry》 (中国化学（英文版）)

年 卷 期：2024年第42卷第12期

页      面：1399-1406页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：the school level research projects of Changzhou University(No.ZMF23020007) 

主　　题：Photocatalysis Radical reactions MBH acetates Oxime esters Stereoselectivity Acylation Alkylation Green chemistry 

摘      要：Comprehensive Summary A general and convenient photoredox-catalyzed acylation and alkylcyanation of MBH acetates has been established,enabling the assembly of the C(sp2)–C(sp3)bond by a nitrogen-centered radical strategy for the synthesis of trisubstituted alkenes in moderate to excellent chemical yields(48 examples in total).The reaction of MBH acetates with acyl(indanone)oxime esters afforded trisubstituted alkenes containing 1,4-dicarbonyl ***,the use of Eosin Y as a photocatalyst in the catalytic system resulted in the formation of distal cyano group-anchored trisubstituted alkenes via deconstructive functionalization of cycloketone oxime ***,these resulting 1,4-dicarbonyl compounds could be applied to late-stage transformations,providing important methods for the synthesis of dihydropyridazin-3(2H)-one.