title: Orthogonal selectivity with cinnamic acids in 3-substituted benzofuran synthesis through C-H olefination of phenols.
abstract: A palladium catalyzed intermolecular annulation of cinnamic acids and phenols has been achieved for the selective synthesis of 3-substituted benzofurans. Isotope labeling, competition experiments, kinetic studies, and intermediate trapping have supported a sequence of C-C bond formation and decarboxylation followed by the C-O cyclization pathway.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai-400076, India. dmaiti@chem.iitb.ac.in.
authors.forename: Soumitra
authors.initials: S
authors.lastname: Agasti
authors.forename: Upendra
authors.initials: U
authors.lastname: Sharma
authors.forename: Togati
authors.initials: T
authors.lastname: Naveen
authors.forename: Debabrata
authors.initials: D
authors.lastname: Maiti
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D002934:Cinnamates / Q000737:chemistry*; D007700:Kinetics; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry; D010165:Palladium / Q000737:chemistry; D010636:Phenols / Q000737:chemistry*
chemical_list: D000475:Alkenes; D001572:Benzofurans; D002934:Cinnamates; D009942:Organometallic Compounds; D010636:Phenols; C029010:cinnamic acid; D010165:Palladium; C105430:benzofuran