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铜催化的N-H/C-H顺序接力氧化自由基碳环化反应:构建多样取代的[60]富勒烯稠合四氢环戊并[]吲哚

Copper-Catalyzed N-H/C-H Sequential Relay Oxidative Radical Carboannulation: Construction of Diversely Substituted [60]Fullerene-Fused Tetrahydrocyclopenta[]indoles.

作者信息

Liu Tong-Xin, Wei Juan, Zhang Pengling, Ru Yifei, Ma Jinliang, Zhang Xingjie, Ma Nana, Zhang Guisheng

机构信息

Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Henan Key Laboratory of Organic Functional Molecule and Drug Innovation, School of Chemistry and Chemical Engineering , Henan Normal University , Xinxiang , Henan 453007 , China.

出版信息

Org Lett. 2019 Aug 16;21(16):6461-6465. doi: 10.1021/acs.orglett.9b02354. Epub 2019 Aug 2.

Abstract

Reported herein is a new copper-catalyzed N-H/C-H sequential relay oxidative radical carboannulation of [60]fullerene with C2-functionalized free indoles for the direct construction of novel [60]fullerene-fused tetrahydrocyclopenta[]indoles. The transformation shows high regioselectivity and atom economy, broad substrate scope, and good functional group tolerance, providing an efficient and practical approach to access diversely substituted fullerene-fused polycyclic derivatives from simple hydrocarbons.

摘要

本文报道了一种新型的铜催化[60]富勒烯与C2-官能化游离吲哚的N-H/C-H顺序接力氧化自由基碳环化反应,用于直接构建新型[60]富勒烯稠合的四氢环戊并[]吲哚。该转化反应具有高区域选择性和原子经济性,底物范围广,官能团耐受性好,为从简单烃类获得多种取代的富勒烯稠合多环衍生物提供了一种高效实用的方法。

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