Issue 5, 2015

Metal free access to quinolines via C–C bond cleavage of styrenes

Abstract

A new metal free self-sorting tandem reaction between styrenes and anilines to access 2,4-disubstituted quinolines has been developed. The reaction relies on simultaneous C–C and C–N bond formation along with a C–C bond cleavage, under metal free conditions. The reaction proceeds efficiently over a broad range of substrates with excellent functional group tolerance. The utility of the method was also demonstrated in a first synthesis of bis-indoles from styrenes.

Graphical abstract: Metal free access to quinolines via C–C bond cleavage of styrenes

Supplementary files

Article information

Article type
Research Article
Submitted
08 Jan 2015
Accepted
01 Mar 2015
First published
03 Mar 2015

Org. Chem. Front., 2015,2, 515-519

Metal free access to quinolines via C–C bond cleavage of styrenes

R. Deshidi, S. Devari and B. A. Shah, Org. Chem. Front., 2015, 2, 515 DOI: 10.1039/C5QO00010F

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