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铁催化的环丙醇开环反应及其与 1,6-共轭加成到醌甲基。

Iron-Catalyzed Ring Opening of Cyclopropanols and Their 1,6-Conjugate Addition to -Quinone Methides.

机构信息

Department of Chemistry, Savitribai Phule Pune University (Formerly University of Pune), Ganeshkhind, Pune 411007, India.

出版信息

J Org Chem. 2021 Dec 17;86(24):17774-17781. doi: 10.1021/acs.joc.1c02059. Epub 2021 Nov 23.

Abstract

A novel iron-catalyzed ring opening of cyclopropanols and their 1,6-conjugate addition to -quinone methides for accessing substituted phenols is disclosed. In this protocol, various cyclopropanols are converted to alkyl radicals and undergo 1,6-conjugate addition to -quinone methides toward C-C bond formation. The salient features of this methodology include operationally simple and mild reaction conditions, environmentally benign protocol, high efficiency, inexpensive catalyst, good to excellent yield, and a wide range of substrate scope.

摘要

本文公开了一种新型铁催化的环丙醇开环及其与 1,6-共轭加成醌甲基化合物生成取代苯酚的反应。在该方案中,各种环丙醇转化为自由基,并与 1,6-共轭加成醌甲基化合物进行 C-C 键形成。该方法的突出特点包括操作简单、反应条件温和、环境友好、效率高、催化剂廉价、产率好至优秀、底物范围广泛。

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