title: A base-catalyzed solution-phase parallel synthesis of substituted vinylic benzamides from 3-amino-2-cyclohexanones.
abstract: An improved method for the synthesis of benzamides from 3-amino-2-cyclohexenones is presented. Using sodium hydride, a base-catalyzed N-benzoylation provided significantly higher yields (71-79%) for the reported compounds. This novel protocol was applied in the solution-phase parallel synthesis of a 12-member library of vinylic benzamide derivatives of 3-amino-2-cyclohexenones in 63-90% yield, using a Radley's Carousel Reaction Station.
authors.affiliation: Department of Chemistry, Graduate School, Howard University, Washington, D.C. 20059, USA.
authors.forename: Alan J
authors.initials: AJ
authors.lastname: Anderson
authors.forename: Jesse M
authors.initials: JM
authors.lastname: Nicholson
authors.forename: Oladapo
authors.initials: O
authors.lastname: Bakare
authors.forename: Ray J
authors.initials: RJ
authors.lastname: Butcher
authors.forename: K R
authors.initials: KR
authors.lastname: Scott
mesh_terms: D001549:Benzamides / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D003512:Cyclohexanones / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D001549:Benzamides; D003512:Cyclohexanones