Issue 49, 2014

Rhodium(iii)-catalyzed C2-selective carbenoid functionalization and subsequent C7-alkenylation of indoles

Abstract

Here a new, mild and versatile method for efficient synthesis of a diverse range of 2-acetate substituted indoles via Rh(III)-catalyzed and alcohol-mediated C2-selective carbenoid insertion functionalization of indoles by α-diazotized Meldrum's acid has been developed. Furthermore, for the first time, a Rh(III)/Cu(II)-catalyzed direct C7-alkenylation of such functionalized products has also been demonstrated.

Graphical abstract: Rhodium(iii)-catalyzed C2-selective carbenoid functionalization and subsequent C7-alkenylation of indoles

Supplementary files

Article information

Article type
Communication
Submitted
03 Mar 2014
Accepted
30 Mar 2014
First published
31 Mar 2014

Chem. Commun., 2014,50, 6483-6486

Rhodium(III)-catalyzed C2-selective carbenoid functionalization and subsequent C7-alkenylation of indoles

J. Shi, Y. Yan, Q. Li, H. E. Xu and W. Yi, Chem. Commun., 2014, 50, 6483 DOI: 10.1039/C4CC01593B

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