title: Novel 1,4-benzodiazepines from acylnitroso-derived hetero-Diels-Alder cycloadducts.
abstract: [reaction: see text] N(4)-Hydroxy-1,4-benzodiazepines were synthesized in a single step from synthetically versatile acylnitroso-derived hetero-Diels-Alder cycloadducts. The efficiency of this transformation was found to be dependent on the NH pK(a) of the cycloadduct sulfonamide.
authors.affiliation: Department of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, Indiana 46556, USA.
authors.forename: Matthew D
authors.initials: MD
authors.lastname: Surman
authors.forename: Mark J
authors.initials: MJ
authors.lastname: Mulvihill
authors.forename: Marvin J
authors.initials: MJ
authors.lastname: Miller
mesh_terms: D001569:Benzodiazepines / Q000138:chemical synthesis*; D003500:Cyclization; D007202:Indicators and Reagents; D009603:Nitroso Compounds / Q000737:chemistry*; D013449:Sulfonamides / Q000737:chemistry
chemical_list: D007202:Indicators and Reagents; D009603:Nitroso Compounds; D013449:Sulfonamides; D001569:Benzodiazepines