title: A one-pot direct iodination of the Fischer-Borsche ring using molecular iodine and its utility in the synthesis of 6-oxygenated carbazole alkaloids.
abstract: An efficient regioselective iodination of the Fischer-Borsche ring has been achieved using molecular iodine, in a one-pot synthesis. The acid-, metal-, and oxidant-free conditions of the present method are highly convenient and practical. Furthermore, the one-pot direct iodination process is extended to the concise synthesis of glycozoline, 3-formyl-6-methoxy-carbazole, and 6-methoxy-carbazole-3-methylcarboxylate natural alkaloids. This method has been proven to be tolerant to a broad range of functional groups, with good to excellent yields.
authors.affiliation: Center for Advance Studies, Department of Chemistry, University of Pune , Pune-411007, India.
authors.forename: Mahavir S
authors.initials: MS
authors.lastname: Naykode
authors.forename: Vivek T
authors.initials: VT
authors.lastname: Humne
authors.forename: Pradeep D
authors.initials: PD
authors.lastname: Lokhande
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D002227:Carbazoles / Q000138:chemical synthesis* / Q000737:chemistry; D007455:Iodine / Q000737:chemistry*; D015394:Molecular Structure; D010100:Oxygen / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D002227:Carbazoles; D007455:Iodine; D010100:Oxygen