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钯催化芳基对甲苯磺酸酯和甲磺酸酯的羰基化反应。

Palladium-catalyzed carbonylation of aryl tosylates and mesylates.

作者信息

Munday Rachel H, Martinelli Joseph R, Buchwald Stephen L

机构信息

Department of Chemistry, Room 18-490, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.

出版信息

J Am Chem Soc. 2008 Mar 5;130(9):2754-5. doi: 10.1021/ja711449e. Epub 2008 Feb 8.

Abstract

A general protocol for the palladium-catalyzed carbonylation of aryl tosylates and mesylates to form esters has been developed using a catalyst system derived from Pd(OAc)2 and the bulky, bidentate dcpp ligand. The system operates under mild conditions: atmospheric CO pressure and temperatures of 80-110 degrees C. A broad substrate scope has been demonstrated allowing carbonylation of electron-rich, electron-poor, and heterocyclic tosylates and mesylates, and the reaction shows wide functional group tolerance.

摘要

已经开发出一种通用方案,使用由醋酸钯(Pd(OAc)₂)和庞大的双齿配体dcpp衍生的催化剂体系,将芳基甲苯磺酸酯和甲磺酸酯进行钯催化羰基化反应以形成酯。该体系在温和条件下运行:常压一氧化碳压力和80 - 110摄氏度的温度。已证明该体系具有广泛的底物范围,可实现富电子、缺电子以及杂环甲苯磺酸酯和甲磺酸酯的羰基化反应,并且该反应对官能团具有广泛的耐受性。

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