title: Solid-phase synthesis of 4,7,8-trisubstituted 1,2,3,4-tetrahydro-benzo[e][1,4]diazepin-5-ones.
abstract: Solid-phase synthesis of 1,2,3,4-tetrahydro-benzo[e][1,4]diazepin-5-ones with use of polystyrene resin is described. The starting material was polymer supported 1,2-diaminoethane and as a key synthon, 4-chloro-2-fluoro-5-nitrobenzoic acid was used. The synthetic approach allows the preparation of derivatives with variable substitution at positions 4 and 8. Additionally, a skeletal diversity was increased when the nitro group was reduced and some benzene fused heterocycles were prepared. An expansion of a diazepinone to a benzodiazocinone scaffold was also successful although some limitations in a diversity of target derivatives were observed.
authors.affiliation: Department of Organic Chemistry, Institute of Molecular and Translational Medicine, Faculty of Science, Palacky University, Olomouc, Czech Republic.
authors.forename: Barbora
authors.initials: B
authors.lastname: Lemrová
authors.forename: Miroslav
authors.initials: M
authors.lastname: Soural
mesh_terms: D001569:Benzodiazepines / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
chemical_list: C429323:1,2,3,4-tetrahydrobenzo(e)(1,4)diazepin-5-one; D001569:Benzodiazepines