Literature DB >> 26338043

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

Arunachalam Sagadevan1, Ayyakkannu Ragupathi1, Kuo Chu Hwang2.   

Abstract

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.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  annulations; copper; heterocycles; photochemistry; radicals

Year:  2015        PMID: 26338043     DOI: 10.1002/anie.201506579

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  4 in total

1.  Visible light-induced transition metal-catalyzed transformations: beyond conventional photosensitizers.

Authors:  Marvin Parasram; Vladimir Gevorgyan
Journal:  Chem Soc Rev       Date:  2017-10-16       Impact factor: 54.564

Review 2.  Visible Light-Induced Transition Metal Catalysis.

Authors:  Kelvin Pak Shing Cheung; Sumon Sarkar; Vladimir Gevorgyan
Journal:  Chem Rev       Date:  2021-10-08       Impact factor: 72.087

3.  Electrochemical synthesis of copper(i) acetylides via simultaneous copper ion and catalytic base electrogeneration for use in click chemistry.

Authors:  Peter W Seavill; Katherine B Holt; Jonathan D Wilden
Journal:  RSC Adv       Date:  2019-09-17       Impact factor: 3.361

4.  Copper-catalyzed enantioselective arylalkynylation of alkenes.

Authors:  Guangyue Lei; Hanwen Zhang; Bin Chen; Meichen Xu; Guozhu Zhang
Journal:  Chem Sci       Date:  2020-01-08       Impact factor: 9.825

  4 in total

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