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光氧化还原催化诱导醚/醇的双吲哚化反应:通过顺序 C-H 和 C-O 键断裂。

Photoredox Catalysis Induced Bisindolylation of Ethers/Alcohols via Sequential C-H and C-O Bond Cleavage.

机构信息

Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech University , Nanjing 211816, P. R. China.

Department of Chemistry, University of Science and Technology of China , Hefei 230026, P. R. China.

出版信息

Org Lett. 2017 Nov 17;19(22):6164-6167. doi: 10.1021/acs.orglett.7b03073. Epub 2017 Nov 7.

Abstract

A visible-light-engaged 2-fold site-selective alkylation of indole derivatives with aliphatic ethers or alcohols has been accomplished for easy access to symmetric 3,3'-bisindolylmethane derivatives. The experimental data suggest a sequential photoredox catalysis induced radical addition and proton-mediated Friedel-Crafts alkylation mechanism.

摘要

可见光促进的吲哚衍生物与脂肪族醚或醇的 2 倍位选择性烷基化反应已经实现,从而可以轻松获得对称的 3,3'-双吲哚甲烷衍生物。实验数据表明存在一个顺序的光氧化还原催化诱导的自由基加成和质子介导的傅克烷基化反应机理。

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