title: Pyridazine N-Oxides as Precursors of Metallocarbenes: Rhodium-Catalyzed Transannulation with Pyrroles.
abstract: Pyridazine N-oxides are used for the first time as precursors of metallocarbenes. These nitrogen-rich heterocycles led to the discovery of a novel acceptor and donor-acceptor enalcarbenoids. The synthetic utility of these metallocarbenes was demonstrated in the rhodium-catalyzed denitrogenative transannulation of pyridazine N-oxides with pyrroles to the valuable alkyl, 7-aryl, and 7-styryl indoles. The transannulation strategy was applied to the synthesis of a potent anticancer agent.
authors.affiliation: Department of Chemistry, Indian Institute of Science Education & Research , Bhopal, Madhya Pradesh 462066, India.
authors.forename: Vinaykumar
authors.initials: V
authors.lastname: Kanchupalli
authors.affiliation: Department of Chemistry, Indian Institute of Science Education & Research , Bhopal, Madhya Pradesh 462066, India.
authors.forename: Desna
authors.initials: D
authors.lastname: Joseph
authors.affiliation: Department of Chemistry, Indian Institute of Science Education & Research , Bhopal, Madhya Pradesh 462066, India.
authors.forename: Sreenivas
authors.initials: S
authors.lastname: Katukojvala
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003497:Cyclic N-Oxides / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry; D011724:Pyridazines / Q000737:chemistry*; D011758:Pyrroles / Q000138:chemical synthesis; D012238:Rhodium / Q000737:chemistry*
chemical_list: D000970:Antineoplastic Agents; D003497:Cyclic N-Oxides; D007211:Indoles; D011724:Pyridazines; D011758:Pyrroles; C030011:carbene; D012238:Rhodium; D009584:Nitrogen; D008697:Methane