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通过铑(III)催化的顺序C-H/C-C活化实现炔基环丙烷与N-芳氧基酰胺的氧化还原中性环化反应。

Redox-Neutral Annulation of Alkynylcyclopropanes with N-Aryloxyamides via Rhodium(III)-Catalyzed Sequential C-H/C-C Activation.

作者信息

Li Yang, Shi Dandan, He Xin, Wang Yongzhuang, Tang Yuhai, Zhang Junjie, Xu Silong

机构信息

Department of Chemistry, School of Science, and Xi'an Key Laboratory of Sustainable Energy Materials Chemistry , Xi'an Jiaotong University , Xi'an 710049 , P. R. China.

出版信息

J Org Chem. 2019 Feb 1;84(3):1588-1595. doi: 10.1021/acs.joc.8b02661. Epub 2019 Jan 10.

Abstract

Alkynylcyclopropanes have been used for the first time as coupling partners in transition-metal-catalyzed C-H functionalization. Specifically, a Cp*Rh-catalyzed regioselective annulation of alkynylcyclopropanes with N-aryloxyamides via redox-neutral C-H/C-C activation has been developed, which affords highly functionalized 2,3-dihydrobenzofurans bearing an ( E)-exocyclic carbon-carbon double bond and a tetra-substituted carbon center in moderate to good yields with a broad substrate scope.

摘要

炔基环丙烷首次被用作过渡金属催化的C-H官能化反应中的偶联伙伴。具体而言,已经开发了一种通过氧化还原中性的C-H/C-C活化,利用Cp*Rh催化炔基环丙烷与N-芳氧基酰胺进行区域选择性环化反应,该反应能以中等至良好的产率提供带有(E)-环外碳-碳双键和四取代碳中心的高度官能化的2,3-二氢苯并呋喃,底物范围广泛。

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