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通过钯催化的烯基酚分子内烷氧基羰基化反应合成苯并呋喃酮

Synthesis of Benzofuranones via Palladium-Catalyzed Intramolecular Alkoxycarbonylation of Alkenylphenols.

作者信息

Hirschbeck Vera, Fleischer Ivana

机构信息

Department of Organic Chemistry, University of Regensburg, Universitaetsstrasse 31, 93053, Regensburg, Germany.

Department of Organic Chemistry, University of Tuebingen, Auf der Morgenstelle 18, 72076, Tuebingen, Germany.

出版信息

Chemistry. 2018 Feb 26;24(12):2854-2857. doi: 10.1002/chem.201705808. Epub 2018 Jan 29.

Abstract

Herein, a new catalytic system to synthesize benzofuranones is reported. A palladium-catalyzed intramolecular alkoxycarbonylation is employed to generate 3-substituted-benzofuran-2(3H)-ones from alkenylphenols under mild reaction conditions, linked to an ex situ formation of CO from N-formylsaccharin. The carefully chosen catalytic system enables an efficient reaction with a novel functional group tolerance, despite the high polymerization tendency of the starting material.

摘要

在此,报道了一种用于合成苯并呋喃酮的新催化体系。采用钯催化的分子内烷氧羰基化反应,在温和的反应条件下,由烯基酚生成3-取代苯并呋喃-2(3H)-酮,这与由N-甲酰基糖精原位生成CO相关。尽管起始原料具有较高的聚合倾向,但精心选择的催化体系能够实现具有新型官能团耐受性的高效反应。

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