title: Preparation of hexahydrobenzo[f]isoquinolines using a vinylogous pictet-spengler cyclization.
abstract: A vinylogous Pictet-Spengler cyclization has been carried out using activated aldehydes, ketones, and alkynes to prepare a variety of substituted hexahydrobenzo[f]isoquinolines. A unique set of conditions was utilized to effect efficient cyclization with acid-sensitive electrophiles.
authors.affiliation: Department of Chemistry, University of Illinois at Urbana-Champaign, Urbana, Illinois 61801, USA.
authors.forename: R R
authors.initials: RR
authors.lastname: Cesati
authors.forename: J A
authors.initials: JA
authors.lastname: Katzenellenbogen
mesh_terms: D000447:Aldehydes; D000480:Alkynes; D003500:Cyclization; D007202:Indicators and Reagents; D007546:Isoquinolines / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones; D019275:Radiopharmaceuticals / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000447:Aldehydes; D000480:Alkynes; D007202:Indicators and Reagents; D007546:Isoquinolines; D007659:Ketones; D019275:Radiopharmaceuticals