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

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

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Catalytic Michael addition reaction represents a fundamental importance in organic synthetic chem-istry.Whereas corresponding conversions toward intrinsically low reactive enamide remains an ongoing challenging.We herein report a copper-catalyzed conjugate addition of allenes to β-substituted alkenyl amides,one of the most challenging Michael acceptors.The present method utilizes readily available al-lenes as the latent carbon-based nucleophiles and simple,common β-substituted alkenyl amides as start-ing materials,unlike previous methods that usually preinstall an activating group to improve the reac-tivity 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.

CuH catalysisAllenesUnsaturated amideConjugate additionRegioselectivity

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

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Jilin Province Key Laboratory of Organic Functional Molecular Design & Synthesis,Department of Chemistry,Northeast Normal University,Changchun 130024,China

School of Chemistry and Environmental Engineering,Changchun University of Science and Technology,Changchun 130012,China

State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China

国家自然科学基金国家自然科学基金国家自然科学基金Jilin Province Natural science Foundation中央高校基本科研业务费专项Ten Thousand Talents Program

22171042218310022219301220160520140JH

2024

中国化学快报(英文版)
中国化学会

中国化学快报(英文版)

CSTPCD
影响因子:0.771
ISSN:1001-8417
年,卷(期):2024.35(3)
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