title: One-pot, three-component, domino Heck-aza-Michael approach to libraries of functionalized 1,1-dioxido-1,2-benzisothiazoline-3-acetic acids.
abstract: A sequential three-component synthesis of functionalized benzisothiazoline-3-acetic acid 1,1-dioxides utilizing a domino Heck-aza-Michael pathway is reported. This one-pot procedure rapidly assembles functionalized benzylsulfonamides, which undergo a palladium-catalyzed, domino, Heck-aza-Michael transformation in an experimentally straightforward manner. This attractive protocol has been utilized to synthesize three combinatorial sublibraries (I-III) comprising a total of 95 compounds in high purities (> or =95% for 75 compounds), yield and quantities.
authors.affiliation: Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS 66045, USA.
authors.forename: Alan
authors.initials: A
authors.lastname: Rolfe
authors.forename: Kyle
authors.initials: K
authors.lastname: Young
authors.forename: Kelly
authors.initials: K
authors.lastname: Volp
authors.forename: Frank
authors.initials: F
authors.lastname: Schoenen
authors.forename: Benjamin
authors.initials: B
authors.lastname: Neuenswander
authors.forename: Gerald H
authors.initials: GH
authors.lastname: Lushington
authors.forename: Paul R
authors.initials: PR
authors.lastname: Hanson
mesh_terms: D000085:Acetates / Q000138:chemical synthesis* / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques / Q000191:economics / Q000379:methods*; D010087:Oxides / Q000138:chemical synthesis* / Q000737:chemistry; D054852:Small Molecule Libraries / Q000138:chemical synthesis* / Q000737:chemistry; D013844:Thiazoles / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D000085:Acetates; D010087:Oxides; D054852:Small Molecule Libraries; D013844:Thiazoles; C015699:1,2-benzisothiazoline-3-one