Issue 1, 2016

Iridium(iii)- and rhodium(iii)-catalyzed coupling of anilines with α-diazoesters via chelation-assisted C–H activation

Abstract

Iridium and rhodium complexes exhibited complementary activity in the coupling of N-functionalized anilines with α-diazoesters via C–H activation. The coupling with α-diazo β-ketoesters was realized under Ir(III) catalysis to afford ester-functionalized indoles. In contrast, coupling with α-diazomalonates under Rh(III) catalysis afforded alkylation products without any annulation. Mechanistic studies have been performed and an iridacycle has been isolated as an intermediate.

Graphical abstract: Iridium(iii)- and rhodium(iii)-catalyzed coupling of anilines with α-diazoesters via chelation-assisted C–H activation

Associated articles

Supplementary files

Article information

Article type
Research Article
Submitted
14 Oct 2015
Accepted
14 Nov 2015
First published
17 Nov 2015

Org. Chem. Front., 2016,3, 87-90

Iridium(III)- and rhodium(III)-catalyzed coupling of anilines with α-diazoesters via chelation-assisted C–H activation

G. Tang, C. Pan and X. Li, Org. Chem. Front., 2016, 3, 87 DOI: 10.1039/C5QO00316D

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