title: Access to 1,2-dihydroisoquinolines through gold-catalyzed formal [4+2] cycloaddition.
abstract: A new synthetic route to the privileged 1,2-dihydroisoquinolines is reported. This method, which relies on a gold-catalyzed formal [4+2] cycloaddition between ynamides and imines, provides a new retrosynthetic disconnection of the 1,2-dihydroisoquinoline core by installing the 1,8a C-C and 2,3 C-N bonds in one step. Both aldimines and ketimines can be used as substrates. In addition, one example of dihydrofuropyridine synthesis is also demonstrated.
authors.affiliation: Center for Insoluble Protein Structures, Department of Chemistry, Interdisciplinary Nanoscience Center, Aarhus University, Langelandsgade 140, 8000 Aarhus C (Denmark), Fax: (+45) 861-961-99.
authors.forename: Zhuo
authors.initials: Z
authors.lastname: Xin
authors.forename: Søren
authors.initials: S
authors.lastname: Kramer
authors.forename: Jacob
authors.initials: J
authors.lastname: Overgaard
authors.forename: Troels
authors.initials: T
authors.lastname: Skrydstrup
mesh_terms: D002384:Catalysis; D003500:Cyclization; D061565:Cycloaddition Reaction; D006046:Gold / Q000737:chemistry*; D007546:Isoquinolines / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: C109853:G 1617; D007546:Isoquinolines; D006046:Gold
keywords: cycloaddition; gold; heterocycles; homogeneous catalysis; ynamides