title: Microwave-assisted fluorous synthesis of a 1,4-benzodiazepine-2,5-dione library.
abstract: Fluorous displaceable linker-facilitated synthesis of 1,4-benzodiazepine-2,5-dione library has been developed. Perfluorooctanesulfonyl protected 4-hydroxy benzaldehydes were used as the limiting agent for Ugi four-component reactions to form condensed products. Postcondensation reactions of the Ugi products generated 1,4-benzodiazepine-2,5-dione ring skeleton. Microwave-assisted Suzuki coupling reactions removed the fluorous tag and introduced biaryl functionality to the benzodiazepine ring. The library scaffold has four points of substitution diversities. The fluorous tag facilitated the intermediate purifications using fluorous solid-phase extraction (F-SPE) and had no negative impact on the reactivity of the Ugi reactions and postcondensation reactions.
authors.affiliation: School of Pharmaceutical Sciences, Shandong University, Jinan, China.
authors.forename: Aifeng
authors.initials: A
authors.lastname: Liu
authors.forename: Hongyu
authors.initials: H
authors.lastname: Zhou
authors.forename: Gaoxing
authors.initials: G
authors.lastname: Su
authors.forename: Wei
authors.initials: W
authors.lastname: Zhang
authors.forename: Bing
authors.initials: B
authors.lastname: Yan
mesh_terms: D001570:Benzodiazepinones / Q000138:chemical synthesis* / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D008872:Microwaves; D015394:Molecular Structure; D054852:Small Molecule Libraries; D013237:Stereoisomerism
chemical_list: D001570:Benzodiazepinones; D054852:Small Molecule Libraries