title: Silver-Promoted Benzannulations of Siloxy Alkynes with Pyridinium and Isoquinolinium Salts.
abstract: We describe the development of efficient benzannulations of siloxy alkynes with pyridinium and isoquinolinium salts. Such reactions are successfully promoted by a stoichiometric amount of silver(I) benzolate under mild reaction conditions. This process proceeds via a formal inverse-electron demand Diels-Alder reaction, followed by fragmentation of the initially produced bicyclic adducts to deliver a range of synthetically useful phenols and naphthols.
authors.affiliation: Chicago Tri-Institutional Center for Chemical Methods and Library Development. Department of Chemistry, University of Chicago, Chicago, IL 60637, USA, ; phone: (+1)-773-702-6886.
authors.forename: Jaime R
authors.initials: JR
authors.lastname: Cabrera-Pardo
authors.affiliation: Chicago Tri-Institutional Center for Chemical Methods and Library Development. Department of Chemistry, University of Chicago, Chicago, IL 60637, USA, ; phone: (+1)-773-702-6886.
authors.forename: David I
authors.initials: DI
authors.lastname: Chai
authors.affiliation: Chicago Tri-Institutional Center for Chemical Methods and Library Development. Department of Chemistry, University of Chicago, Chicago, IL 60637, USA, ; phone: (+1)-773-702-6886.
authors.forename: Sergey A
authors.initials: SA
authors.lastname: Kozmin
keywords: alkynes; benzannulation; cycloaddition; silver