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Photoinduced Copper‐Catalyzed Regioselective Synthesis of Indoles: Three‐Component Coupling of Arylamines, Terminal Alkynes, and Quinones
Author(s) -
Sagadevan Arunachalam,
Ragupathi Ayyakkannu,
Hwang Kuo Chu
Publication year - 2015
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201506579
Subject(s) - regioselectivity , catalysis , annulation , chemistry , copper , terminal (telecommunication) , visible spectrum , photochemistry , component (thermodynamics) , combinatorial chemistry , organic chemistry , materials science , computer science , telecommunications , physics , optoelectronics , thermodynamics
The first successful example of a visible‐light‐induced copper‐catalyzed process for CH 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.