title: Mild regiospecific synthesis of 1-alkoxy-isochromenes catalyzed by well-defined [silver(I)(pyridine-containing ligand)] complexes.
abstract: The synthesis of 3-substituted-1-alkoxyisochromenes starting from 2-alkynylbenzaldehydes and different alcohols is reported. The reaction is catalyzed by a silver(I) complex with an original macrocyclic pyridine-containing ligand. The approach is characterized by absolute regioselectivity, mild reaction conditions, good to excellent reaction yields, cleanness of the reaction, and reduced purification steps. The reaction mechanism was investigated by in-depth (1)H NMR experiments and an aimed "trapping" experiment.
authors.affiliation: Dipartimento di Scienze Farmaceutiche, Sezione di Chimica Generale e Organica "A. Marchesini", Università degli Studi di Milano , Via Venezian, 21, 20133 Milano, Italy.
authors.forename: Monica
authors.initials: M
authors.lastname: Dell'Acqua
authors.forename: Brunilde
authors.initials: B
authors.lastname: Castano
authors.forename: Clara
authors.initials: C
authors.lastname: Cecchini
authors.forename: Tommaso
authors.initials: T
authors.lastname: Pedrazzini
authors.forename: Valentina
authors.initials: V
authors.lastname: Pirovano
authors.forename: Elisabetta
authors.initials: E
authors.lastname: Rossi
authors.forename: Alessandro
authors.initials: A
authors.lastname: Caselli
authors.forename: Giorgio
authors.initials: G
authors.lastname: Abbiati
mesh_terms: D001547:Benzaldehydes / Q000737:chemistry; D001578:Benzopyrans / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D056831:Coordination Complexes / Q000737:chemistry*; D008024:Ligands; D047028:Macrocyclic Compounds / Q000737:chemistry*; D012834:Silver / Q000737:chemistry*
chemical_list: D001547:Benzaldehydes; D001578:Benzopyrans; D056831:Coordination Complexes; D008024:Ligands; D047028:Macrocyclic Compounds; D012834:Silver