title: Solution-phase parallel synthesis of a multisubstituted cyclic imidate library.
abstract: The solution-phase parallel synthesis of a diverse 71-member library of multisubstituted cyclic imidates is described. The key intermediates, 3-iodomethylene-containing cyclic imidates, are readily prepared in good to excellent yields by the palladium/copper-catalyzed cross-coupling of various o-iodobenzamides and terminal alkynes, followed by electrophilic cyclization with I2. These cyclic imidates were further functionalized by palladium-catalyzed Suzuki-Miyaura, Sonogashira, carbonylative amidation, and Heck chemistry using sublibraries of commercially available building blocks.
authors.affiliation: Department of Chemistry, Iowa State University , Ames, Iowa 50011, United States.
authors.forename: Saurabh
authors.initials: S
authors.lastname: Mehta
authors.forename: Jesse P
authors.initials: JP
authors.lastname: Waldo
authors.forename: Benjamin
authors.initials: B
authors.lastname: Neuenswander
authors.forename: Gerald H
authors.initials: GH
authors.lastname: Lushington
authors.forename: Richard C
authors.initials: RC
authors.lastname: Larock
mesh_terms: D003500:Cyclization; D007096:Imidoesters / Q000138:chemical synthesis*
chemical_list: D007096:Imidoesters