Literature DB >> 28636809

Visible-Light-Driven Aza-ortho-quinone Methide Generation for the Synthesis of Indoles in a Multicomponent Reaction.

Yi-Yin Liu1, Xiao-Ye Yu1, Jia-Rong Chen1, Ming-Ming Qiao1, Xiaotian Qi1, De-Qing Shi1, Wen-Jing Xiao1,2.   

Abstract

A visible-light-driven radical-mediated strategy for the in situ generation of aza-ortho-quinone methides from 2-vinyl-substituted anilines and alkyl radical precursors is described. This process enables an efficient multicomponent reaction of 2-vinylanilines, halides, and sulfur ylides, and has a wide substrate scope and good functional group tolerance. Treatment of the cycloaddition products with a base leads to densely functionalized indoles in a single-flask operation.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  aza-ortho-quinone methides; indoles; photochemistry; radicals; sulfur ylides

Year:  2017        PMID: 28636809     DOI: 10.1002/anie.201704690

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


  9 in total

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  9 in total

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