Phenanthroline‑ t BuOK Promoted Intramolecular C–H Arylation of Indoles with ArI under Transition-Metal-Free Conditions

Phenanthroline‑ t BuOK Promoted Intramolecular C–H Arylation of Indoles with ArI under Transition-Metal-Free Conditions

The first example of phenanthroline- t BuOK promoted intramolecular radical C–H arylation of N-(2-iodobenzyl)­indoles without involvement of transition metals has been developed. A variety of substituted 6H-isoindolo [2, 1-a] indoles were prepared by a simple and efficient intramolecular cyclization...

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Bibliographic Details
Published in:Organic letters Vol. 20; no. 24; pp. 7898 - 7901
Main Authors: Shan, Xiang-Huan, Yang, Bo, Zheng, Hong-Xing, Qu, Jian-Ping, Kang, Yan-Biao
Format: Journal Article
Language:English
Published: United States American Chemical Society 21-12-2018
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Summary:The first example of phenanthroline- t BuOK promoted intramolecular radical C–H arylation of N-(2-iodobenzyl)­indoles without involvement of transition metals has been developed. A variety of substituted 6H-isoindolo [2, 1-a] indoles were prepared by a simple and efficient intramolecular cyclization using 1,10-phenanthroline in the presence of potassium tert-butoxide and chlorobenzene. This strategy provides a fast and versatile access to isoindolo­[2,1-a]­indole derivatives for the synthesis of pharmaceuticals and organic electroluminescent (EL) materials.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.8b03449