Selenium-Catalyzed Oxidative C(sp2)-H Amination of Alkenes Exemplified in the Expedient Synthesis of (Aza-)Indoles
Stefan Ortgies and Alexander Breder*
*Institut für Organische und Biomolekulare Chemie,
Georg-August-Universität, Tammannstrasse 2, 37077 Göttingen, Germany, Email:
abreder
gwdg.de
S. Ortgies, A. Breder, Org. Lett., 2015, 17, 2748-2751.
DOI: 10.1021/acs.orglett.5b01156
see article for more reactions
Abstract
A new selenium-catalyzed protocol for the direct, intramolecular amination of C(sp2)-H bonds of ortho-vinyl anilines and vinylated aminopyridines using N-fluorobenzenesulfonimide as the terminal oxidant enables the facile formation of a broad range of diversely functionalized indoles and azaindoles, respectively. Key factor is the pronounced carbophilicity of selenium electrophiles for the catalytic activation of alkenes.
see article for more examples
Key Words
ID: J54-Y2015
