Application of polymer-bound 4-(bromomethyl)-3-nitrobenzoic acid for synthesis of trisubstituted 1,4-benzodiazepine-2,3-diones.
A method utilizing polymer-bound 4-(bromomethyl)-3-nitrobenzoic acid as a key precursor leading to 1,4-benzodiazepin-2,3-dione scaffold is described. It involves a four-step sequence including nucleophilic displacement, acylation, simultaneous reduction-cyclization and alkylation, providing rapid access to the title compounds in excellent yield and purity.
Zhang
Jinfang
J
Department of Chemistry, Advanced SynTech, 9800 Bluegrass Parkway, Louisville, KY 40299, USA.
Lou
Boliang
B
Saneii
Hossain
H
D000215:Acylation; D000478:Alkylation; D001570:Benzodiazepinones / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D008968:Molecular Conformation; D009579:Nitrobenzoates / Q000737:chemistry*; D010084:Oxidation-Reduction; D011108:Polymers / Q000737:chemistry / Q000378:metabolism*
D001570:Benzodiazepinones; D009579:Nitrobenzoates; D011108:Polymers; C075153:4-bromomethyl-3-nitrobenzoic acid