title: Palladium-catalyzed synthesis of 2-alkenyl-3-arylindoles via a dual α-arylation strategy: formal synthesis of the antilipemic drug fluvastatin.
abstract: A new approach has been developed for the synthesis of substituted 2-alkenyl-3-arylindoles. The strategy comprises palladium-catalyzed dual α-arylation of TES-enol ethers of enones as the key step. This methodology results in products with very good yields and the regioselectivity is exclusive. We have also successfully used this dual α-arylation methodology in the formal synthesis of the cholesterol-lowering drug fluvastatin.
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Academic Building II, Bhopal Bypass Road, Bhauri, Bhopal 462066, MP, India. mk@iiserb.ac.in.
authors.forename: Ajit Prabhakar
authors.initials: AP
authors.lastname: Kale
authors.forename: Gangam Srikanth
authors.initials: GS
authors.lastname: Kumar
authors.forename: Manmohan
authors.initials: M
authors.lastname: Kapur
mesh_terms: D002384:Catalysis; D005229:Fatty Acids, Monounsaturated / Q000138:chemical synthesis* / Q000737:chemistry; D000077340:Fluvastatin; D000960:Hypolipidemic Agents / Q000138:chemical synthesis* / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D005229:Fatty Acids, Monounsaturated; D000960:Hypolipidemic Agents; D007211:Indoles; D000077340:Fluvastatin; D010165:Palladium