Affiliation:
1. Department of Chemistry Northeast Normal University Changchun 130024 China
2. Department of Chemistry Basirhat College West Bengal State University Basirhat 743412 West Bengal India
3. State Key Laboratory of Elemento-Organic Chemistry Nankai University Tianjin 300071 China
Abstract
AbstractPharmacological properties of a bioactive molecule can be improved significantly by placing a fluoroalkyl group on its scaffold. However, direct stitching of fluoroalkyl groups to aromatic compounds via C−H bond activation or insertion reaction is a difficult task, thus challenging and of high demand. Herein, an alternative to the Friedel‐Crafts alkylation, we describe an uncharted strategy for selective and efficient trifluoroethylation of indole that relies on iron(III)‐catalyzed C−H activation of aromatic compounds and proceeds via Fe(III)‐carbene insertion into C(sp2)−H bond of indole using trifluoroacetaldehyde N‐triftosylhydrazone as a carbene precursor and FeTPPCl as catalyst.
Funder
National Natural Science Foundation of China
Dipartimento di Scienze e Tecnologie, Università degli Studi del Sannio
Subject
Organic Chemistry,Physical and Theoretical Chemistry