title: Cu-catalyzed 1,2-dihydroisoquinolines synthesis from o-ethynyl benzacetals and sulfonyl azides.
abstract: An efficient synthesis of 1,3-/1,1-dialkoxy 1,2-dihydroisoquinolines from o-ethynylbenzacetals and sulfonyl azides via a cascade process combining copper-catalyzed alkyne-azide cycloaddition (CuAAC), Dimroth rearrangement, 1,5-OR shift/1,5-H shift, and 6π-electrocyclic ring closure (6π-ERC) is described. Extension of the produced 1,3-dialkoxy-1,2-dihydroisoquinolines to isoquinolium salts is also disclosed.
authors.affiliation: Department of Chemistry, Zhejiang University , Hangzhou 310027, P. R. China.
authors.forename: Lang
authors.initials: L
authors.lastname: Sun
authors.forename: Yuanxun
authors.initials: Y
authors.lastname: Zhu
authors.forename: Ping
authors.initials: P
authors.lastname: Lu
authors.forename: Yanguang
authors.initials: Y
authors.lastname: Wang
mesh_terms: D000080:Acetals / Q000737:chemistry*; D001386:Azides / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D061565:Cycloaddition Reaction; D007546:Isoquinolines / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D000080:Acetals; D001386:Azides; D007546:Isoquinolines; D003300:Copper