title: Transition metal-free cascade reactions of alkynols to afford isoquinolin-1(2H)-one and dihydroisobenzofuran derivatives.
abstract: Transition metal-free cascade reactions of alkynols with imines have been achieved using potassium tert-butoxide as catalyst. Switching the reaction solvent gives two kinds of products in good yield: isoquinolin-1(2H)-one derivatives and dihydroisobenzofuran derivatives. This approach was used to generate the natural product 8-oxypseudopalmatine in a two-step procedure from commercially available starting materials. Additionally, multicomponent reactions of alkynols, aldehydes, and amines were also successfully achieved to afford isoquinolin-1(2H)-one derivatives.
authors.affiliation: Shanghai Key Laboratory of Functional Materials Chemistry, Key Lab for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology , Meilong Road 130, Shanghai, 200237 China.
authors.forename: Deng Yuan
authors.initials: DY
authors.lastname: Li
authors.forename: Ke Ji
authors.initials: KJ
authors.lastname: Shi
authors.forename: Xiao Feng
authors.initials: XF
authors.lastname: Mao
authors.forename: Guo Rong
authors.initials: GR
authors.lastname: Chen
authors.forename: Pei Nian
authors.initials: PN
authors.lastname: Liu
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D001572:Benzofurans / Q000737:chemistry*; D001600:Berberine Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D007546:Isoquinolines / Q000737:chemistry*; D015394:Molecular Structure; D028561:Transition Elements / Q000737:chemistry*
chemical_list: C000594517:8-oxypseudopalmatine; D000447:Aldehydes; D000588:Amines; D001572:Benzofurans; D001600:Berberine Alkaloids; D007546:Isoquinolines; D028561:Transition Elements