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芳基甲酸酯作为双功能试剂:在原位生成的 CO 参与的钯催化羰基偶联反应中的应用。

Aryl formate as bifunctional reagent: applications in palladium-catalyzed carbonylative coupling reactions using in situ generated CO.

出版信息

Angew Chem Int Ed Engl. 2014 Mar 17;53(12):3183-6. doi: 10.1002/anie.201311198.

Abstract

After decades of development, carbonylation reactions have become one of the most powerful tools in modern organic synthesis. However, the requirement of CO gas limits the applications of such reactions. Reported herein is a versatile and practical protocol for carbonylative reactions which rely on the cooperation of phenyl formate and nonaflate, and the generation of CO in situ. This protocol has a high functionalgroup tolerance and could be applied in carbonylations with C, N, and, O nucleophiles. The corresponding amides, alkynones, furanones, and aryl benzoates were synthesized in good yields.

摘要

经过几十年的发展,羰基化反应已成为现代有机合成中最强大的工具之一。然而,对 CO 气体的需求限制了此类反应的应用。本文报道了一种依赖于甲酸苯酯和非那氟特合作以及原位生成 CO 的通用且实用的羰基化反应方案。该方案对官能团具有高耐受性,可应用于 C、N 和 O 亲核试剂的羰基化反应中。相应的酰胺、炔酮、呋喃酮和芳基苯甲酸酯以良好的收率合成。

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