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钌(II)催化的炔烃通过导向 C-H 功能化的区域和立体选择性氢芳基化反应。

Ruthenium(II)-catalyzed regio- and stereoselective hydroarylation of alkynes via directed C-H functionalization.

机构信息

Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.

出版信息

Org Lett. 2012 Apr 20;14(8):2058-61. doi: 10.1021/ol300579m. Epub 2012 Apr 5.

Abstract

The ruthenium-catalyzed hydroarylation of alkynes with benzamides proceeds regio- and stereoselectively through a directed C-H bond cleavage. Preliminary mechanistic investigations indicate that the reaction involves amide-directed ortho-metalation, carbometalation of alkyne, and protonolysis. Similarly, phenylazoles also add to alkynes regioselectively.

摘要

钌催化炔烃与苯甲酰胺的氢芳基化反应通过导向的 C-H 键断裂进行区域和立体选择性。初步的机理研究表明,反应涉及酰胺导向的邻位金属化、炔烃的碳金属化和质子消除。类似地,苯基唑也能选择性地与炔烃加成。

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