A base-catalyzed solution-phase parallel synthesis of substituted vinylic benzamides from 3-amino-2-cyclohexanones.
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.
Anderson
Alan J
AJ
Department of Chemistry, Graduate School, Howard University, Washington, D.C. 20059, USA.
Nicholson
Jesse M
JM
Bakare
Oladapo
O
Butcher
Ray J
RJ
Scott
K R
KR
D001549:Benzamides / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D003512:Cyclohexanones / Q000737:chemistry*; D015394:Molecular Structure
D001549:Benzamides; D003512:Cyclohexanones