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Iridium(III)-Catalyzed Regioselective C7-Amination of N-Pivaloylindoles with Sulfonoazides.

Authors :
Xu L
Tan L
Ma D
Source :
The Journal of organic chemistry [J Org Chem] 2016 Nov 04; Vol. 81 (21), pp. 10476-10483. Date of Electronic Publication: 2016 Sep 13.
Publication Year :
2016

Abstract

Direct C7-amination of N-pivaloylindoles has been achieved using a combination of [Cp*IrCl <subscript>2</subscript> ] <subscript>2</subscript> , AgNTf <subscript>2</subscript> , and AgOAc as the catalyst and sulfonoazides as the nitrogen source. The reaction proceeded at room temperature to 80 °C to afford 7-sulfonamidoindoles in good to excellent yields. The reaction is broadly applicable to the C7-amination of a wide variety of 3-, 4-, 5-, and 6-substituted N-pivaloylindoles with either alkyl or aryl sulfonoazides.

Details

Language :
English
ISSN :
1520-6904
Volume :
81
Issue :
21
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
27572058
Full Text :
https://doi.org/10.1021/acs.joc.6b01856