title: Synthesis of 3-benzylisoquinolines by domino imination/cycloisomerisation of 2-propargylbenzaldehydes.
abstract: An easy entry to uncommon 2-propargylbenzaldehydes was developed. 2-Propargylbenzaldehydes demonstrated to be suitable building blocks for the synthesis of 3-benzyl isoquinolines by microwave promoted domino imination/cycloisomerisation in the presence of ammonium acetate. A small library of 3-benzyl isoquinolines was obtained in good yields under mild reaction conditions. Two alternative plausible reaction mechanisms are proposed.
authors.affiliation: Dipartimento di Scienze Farmaceutiche - Sezione di Chimica Generale e Organica "A. Marchesini", Università degli Studi di Milano, via G. Venezian, 21 - 20133 Milano, Italy. monica.dellacqua@unimi.it giorgio.abbiati@unimi.it.
authors.forename: Monica
authors.initials: M
authors.lastname: Dell'Acqua
authors.forename: Valentina
authors.initials: V
authors.lastname: Pirovano
authors.forename: Giorgio
authors.initials: G
authors.lastname: Confalonieri
authors.forename: Antonio
authors.initials: A
authors.lastname: Arcadi
authors.forename: Elisabetta
authors.initials: E
authors.lastname: Rossi
authors.forename: Giorgio
authors.initials: G
authors.lastname: Abbiati
mesh_terms: D001547:Benzaldehydes / Q000737:chemistry*; D044182:Benzylisoquinolines / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D001547:Benzaldehydes; D044182:Benzylisoquinolines; D007097:Imines