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铑(III)催化的通过C-H活化实现的苯氧基乙酰胺与亚烷基环丙烷的化学发散偶联反应。

Rh(III)-Catalyzed Chemodivergent Coupling of -Phenoxyacetamides and Alkylidenecyclopropanes via C-H Activation.

作者信息

Xu Guiqing, Chen Qi, Wu Fen, Bai Dachang, Chang Junbiao, Li Xingwei

机构信息

Henan Key Laboratory of Organic Functional Molecule and Drug Innovation, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, China.

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

出版信息

Org Lett. 2021 Apr 16;23(8):2927-2932. doi: 10.1021/acs.orglett.1c00565. Epub 2021 Mar 31.

Abstract

Rh(III)-catalyzed C-H activation of -phenoxyacetamides and chemodivergent coupling to alkylidenecyclopropanes (ACPs) have been accomplished. With the assistance of the ring strain of ACPs, the coupling can be transannulative or nonannulative, delivering 3-ethylidenedihydrobenzofurans or dienes, respectively, under different reaction conditions, and the selectivity is mainly solvent-controlled. All of the reactions proceeded under mild conditions with a good substrate scope and excellent chemo- and diastereoselectivity.

摘要

已实现铑(III)催化的苯氧基乙酰胺的C-H活化以及与亚烷基环丙烷(ACP)的化学发散偶联。在ACP环张力的辅助下,该偶联反应可以是跨环的或非跨环的,分别在不同反应条件下生成3-亚乙基二氢苯并呋喃或二烯,并且选择性主要受溶剂控制。所有反应均在温和条件下进行,底物范围广,具有出色的化学选择性和非对映选择性。

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