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Photoinduced Copper-Catalyzed Regioselective Synthesis of Indoles: Three-Component Coupling of Arylamines, Terminal Alkynes, and Quinones
Journal article   Open access   Peer reviewed

Photoinduced Copper-Catalyzed Regioselective Synthesis of Indoles: Three-Component Coupling of Arylamines, Terminal Alkynes, and Quinones

Arunachalam Sagadevan, Ayyakkannu Ragupathi and Kuo Chu Hwang
Angewandte Chemie - International Edition, Vol.54(47), pp.13896-13901
16/11/2015

Abstract

annulations copper heterocycles photochemistry radicals
The first successful example of a visible-light-induced copper-catalyzed process for C-H annulation of arylamines with terminal alkynes and benzoquinone is described. This three-component reaction allows use of a variety of commercial terminal alkynes as coupling partners for the one-step regioselective synthesis of functionalized indoles. Moreover, the current process represents a sustainable and atom-economical approach for the preparation of complex indoles from easily accessible starting materials under visible-light irradiation, without the need for expensive metals and harsh reaction conditions.
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https://doi.org/10.1002/anie.201506579View
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