title: Silver-catalyzed domino hydroarylation/cycloisomerization reactions of ortho-alkynylbenzaldehydes: an entry to functionalized isochromene derivatives.
abstract: A Ag-catalyzed versatile and efficient access to 1H,1-arylisochromenes is reported. Starting from ortho-alkynylbenzaldehydes bearing various substitution patterns on the benzaldehyde and alkynyl units, the use of silver triflate (10 mol %) allowed a domino hydroarylation/cycloisomerization reaction process, leading to aryl-functionalized 1H-isochromene (>10 compounds, 80-98% yields). Notably, the reaction conditions were also compatible with benzaldehydes bearing an aliphatic-substituted alkynyl moiety with modest to good yields (34-88%, 10 compounds).
authors.affiliation: Institut Curie, UMR CNRS 176 , 26 rue d'Ulm, 75005 Paris, France.
authors.forename: Gaëlle
authors.initials: G
authors.lastname: Mariaule
authors.forename: Gregory
authors.initials: G
authors.lastname: Newsome
authors.forename: Patrick Y
authors.initials: PY
authors.lastname: Toullec
authors.forename: Philippe
authors.initials: P
authors.lastname: Belmont
authors.forename: Véronique
authors.initials: V
authors.lastname: Michelet
mesh_terms: D000480:Alkynes; D001547:Benzaldehydes / Q000737:chemistry; D001578:Benzopyrans / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D008698:Mesylates / Q000737:chemistry; D015394:Molecular Structure
chemical_list: D000480:Alkynes; D001547:Benzaldehydes; D001578:Benzopyrans; D008698:Mesylates; C012077:trifluoromethanesulfonic acid; C032175:benzaldehyde