Issue 3, 2016

Dearomative C–C and C–N bond cleavage of 2-arylindoles: transition-metal-free access to 2-aminoarylphenones

Abstract

A transition-metal-free conversion of 2-arylindoles to 2-aminoarylphenones, using environmentally benign O2 as the sole oxidant, has been developed. This novel oxidative dearomatization process involves cleavage of both C–C and C–N bonds followed by new C–C and C–O bond formation. The C2 carbon of an indole scaffold was released in the form of CO2.

Graphical abstract: Dearomative C–C and C–N bond cleavage of 2-arylindoles: transition-metal-free access to 2-aminoarylphenones

Supplementary files

Article information

Article type
Research Article
Submitted
24 Nov 2015
Accepted
10 Jan 2016
First published
15 Jan 2016

Org. Chem. Front., 2016,3, 364-367

Author version available

Dearomative C–C and C–N bond cleavage of 2-arylindoles: transition-metal-free access to 2-aminoarylphenones

S. Luo, Z. Hu and Q. Zhu, Org. Chem. Front., 2016, 3, 364 DOI: 10.1039/C5QO00394F

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