title: A one-pot double C-H activation palladium catalyzed route to a unique class of highly functionalized thienoisoquinolines.
abstract: The synthesis of a unique class of highly functionalized 3,4-thienoisoquinolines via an efficient palladium-catalyzed one-pot, regioselective double C-H activation is presented. This class of biologically relevant compounds has been prepared in five steps from commercially available starting materials with overall yields ranging from 27 to 62%. A masked carboxylic acid was used to direct C-H activation to the typically less reactive C4 position. Additionally, the carboxylic acid provides a synthetically useful handle for further functionalization.
authors.affiliation: Department of Chemistry & Biochemistry, Concordia University, 7141 rue Sherbrooke O. H4B 1R6, Montréal, QC, Canada.
authors.forename: Nicholas W Y
authors.initials: NW
authors.lastname: Wong
authors.forename: Pat
authors.initials: P
authors.lastname: Forgione
mesh_terms: D002384:Catalysis; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D007546:Isoquinolines / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism; D013876:Thiophenes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D007211:Indoles; D007546:Isoquinolines; D013876:Thiophenes; D010165:Palladium