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铑(III)催化的 N-苯氧乙酰基酰胺与 N-对甲苯磺酰腙或重氮基酯的邻位烯基化反应通过 C-H 活化。

Rhodium(III)-catalyzed ortho alkenylation of N-phenoxyacetamides with N-tosylhydrazones or diazoesters through C-H activation.

机构信息

Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871 (China); School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100 (China).

出版信息

Angew Chem Int Ed Engl. 2014 Jan 27;53(5):1364-7. doi: 10.1002/anie.201309650. Epub 2013 Dec 18.

Abstract

A coupling reaction of N-phenoxyacetamides with N-tosylhydrazones or diazoesters through Rh(III) -catalyzed CH activation is reported. In this reaction, ortho-alkenyl phenols were obtained in good yields and with excellent regio- and stereoselectivity. Rh-carbene migratory insertion is proposed as the key step in the reaction mechanism.

摘要

报道了 Rh(III) 催化的 CH 活化的 N-苯氧基乙酰胺与 N-对甲苯磺酰腙或重氮基酯的偶联反应。在该反应中,邻烯基苯酚以良好的收率和优异的区域和立体选择性得到。Rh-卡宾迁移插入被提出为反应机理中的关键步骤。

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