Issue 7, 2017

Tandem cyclisation of vinyl radicals: a sustainable approach to indolines utilizing visible-light photoredox catalysis

Abstract

A tin-free method for the synthesis of substituted indolines has been developed generating vinyl radicals by visible-light-promoted photocatalysis in a reductive quenching cycle. This strategy offers a mild, robust, and high yielding pathway to a wide range of indolines containing diverse electronic substituents. The so obtained 2,3-disubstituted indolines serve as valuable precursors for the synthesis of biologically active molecules, which is demonstrated with the formal synthesis of tryptamines and furoindolines.

Graphical abstract: Tandem cyclisation of vinyl radicals: a sustainable approach to indolines utilizing visible-light photoredox catalysis

Supplementary files

Article information

Article type
Paper
Submitted
09 Feb 2017
Accepted
08 Mar 2017
First published
09 Mar 2017

Green Chem., 2017,19, 1721-1725

Tandem cyclisation of vinyl radicals: a sustainable approach to indolines utilizing visible-light photoredox catalysis

S. K. Pagire and O. Reiser, Green Chem., 2017, 19, 1721 DOI: 10.1039/C7GC00445A

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