title: A room-temperature protocol to access isoquinolines through Ag(I) catalysed annulation of o-(1-alkynyl)arylaldehydes and ketones with NH4OAc: elaboration to berberine and palmatine.
abstract: An efficient and mild protocol for the direct construction of aryl- and alkyl-substituted isoquinolines has been realized through silver nitrate catalyzed aromatic annulation of o-(1-alkynyl)arylaldehydes and ketones with ammonium acetate. The salient feature of this methodology is that this annulation could be effected at room temperature leading to a wide range of isoquinoline derivatives in good to excellent yields. Additionally, this approach has been employed to the synthesis of biologically important isoquinoline alkaloids such as berberine and palmatine.
authors: Department of Chemical Sciences, Indian Institute of Science Education and Research (IISER) Mohali, Sector 81, Knowledge City, S. A. S. Nagar, Manauli (PO), Punjab - 140306, India. rvijayan@iisermohali.ac.in.
authors: Virsinha
authors: V
authors: Reddy
authors: Abhijeet S
authors: AS
authors: Jadhav
authors: Ramasamy
authors: R
authors: Vijaya Anand
mesh_terms: D000085:Acetates / Q000737:chemistry*; D000447:Aldehydes / Q000737:chemistry*; D001599:Berberine / Q000138:chemical synthesis / Q000737:chemistry*; D001600:Berberine Alkaloids / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D007546:Isoquinolines / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D012834:Silver / Q000737:chemistry*; D013696:Temperature
chemical_list: D000085:Acetates; D000447:Aldehydes; D001600:Berberine Alkaloids; D007546:Isoquinolines; D007659:Ketones; D001599:Berberine; D012834:Silver; C005413:palmatine; C039109:isoquinoline; C018824:ammonium acetate