title: Rhodium enalcarbenoids: direct synthesis of indoles by rhodium(II)-catalyzed [4+2] benzannulation of pyrroles.
abstract: Disclosed herein is the design of an unprecedented electrophilic rhodium enalcarbenoid which results from rhodium(II)-catalyzed decomposition of a new class of enaldiazo compounds. The synthetic utility of these enalcarbenoids has been successfully demonstrated in the first transition-metal-catalyzed [4+2] benzannulation of pyrroles, thus leading to substituted indoles. The new benzannulation has been applied to the efficient synthesis of the natural product leiocarpone as well as a potent adipocyte fatty-acid binding protein inhibitor.
authors.affiliation: Department of Chemistry, Indian Institute of Science Education & Research, Bhopal, Madhya Pradesh 462066 (India) http://home.iiserbhopal.ac.in/∼sk/
authors.forename: Sudam Ganpat
authors.initials: SG
authors.lastname: Dawande
authors.forename: Vinaykumar
authors.initials: V
authors.lastname: Kanchupalli
authors.forename: Jagadeesh
authors.initials: J
authors.lastname: Kalepu
authors.forename: Haribabu
authors.initials: H
authors.lastname: Chennamsetti
authors.forename: Bapurao Sudam
authors.initials: BS
authors.lastname: Lad
authors.forename: Sreenivas
authors.initials: S
authors.lastname: Katukojvala
mesh_terms: D002384:Catalysis; D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure; D011758:Pyrroles / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D007211:Indoles; D011758:Pyrroles; D012238:Rhodium
keywords: annulation; carbenes; diazo compounds; heterocycles; rhodium