Copper-catalyzed conjugate addition of allene-derived nucleophiles to alkenyl-substituted carboxamides  

作　　者：Bin Fu Yue Zhao Xiuping Yuan Yanfei Li Jianjun Yin Simin Wang Tao Xiong Qian Zhang 

机构地区：[1]Jilin Province Key Laboratory of Organic Functional Molecular Design&Synthesis,Department of Chemistry,Northeast Normal University,Changchun 130024,China [2]State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China [3]School of Chemistry and Environmental Engineering,Changchun University of Science and Technology,Changchun 130012,China

出　　处：《Chinese Chemical Letters》2024年第3期239-242,共4页中国化学快报（英文版）

基　　金：the financial support from the National Natural Science Foundation of China(NSFC,Nos.22171042,21831002,and 22193012);the Jilin Province Natural Science Foundation(No.20160520140JH);the Fundamental Research Funds for the Central Universities;the Ten Thousand Talents Program for generous financial support。

摘　　要：Catalytic Michael addition reaction represents a fundamental importance in organic synthetic chemistry.Whereas corresponding conversions toward intrinsically low reactive enamide remains an ongoing challenging.We herein report a copper-catalyzed conjugate addition of allenes toβ-substituted alkenyl amides,one of the most challenging Michael acceptors.The present method utilizes readily available allenes as the latent carbon-based nucleophiles and simple,commonβ-substituted alkenyl amides as starting materials,unlike previous methods that usually preinstall an activating group to improve the reactivity of amide or uses highly reactive stoichiometric quantities of organometallics.Hence,this approach shows good functional group compatibility and can be implemented under mild reaction conditions with excellent level of chemo-and regioselectivities.

关 键 词：CuH catalysis ALLENES Unsaturated amide Conjugate addition Regioselectivity 

分 类 号：O621.251[理学—有机化学]