title: Parallel solution-phase synthesis of 4H-benzo[1,4]thiazin-3-one and 1,1-dioxo-1,4-dihydro-2H-1lambda6-benzo[1,4]thiazin-3-one derivatives from 1,5-difluoro-2,4-dinitrobenzene.
abstract: This paper discusses the synthesis of privileged structures 4H-benzo[1,4]thiazin-3-one and 1,1-dioxo-1,4-dihydro-2H-1lambda6-benzo[1,4]thiazin-3-one derivatives in a parallel solution-phase manner using 1,5-difluoro-2,4-dinitrobenzene. Each scaffold possesses four diversity points. A cheap and efficient oxidant, urea-hydrogen peroxide (UHP), was applied for the introduction of the sulfone group. The intramolecular cyclization to 1,1-dioxo-1,4-dihydro-2H-1lambda6-benzo[1,4]thiazin-3-one was achieved by microwave assistance or the use of an inorganic base.
authors.affiliation: Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union of Medical College, 1 Xian Nong Tan Street, Beijing 100050, P. R. China.
authors.forename: Zhanguo
authors.initials: Z
authors.lastname: Wang
authors.forename: Yunyun
authors.initials: Y
authors.lastname: Yuan
authors.forename: Yuyan
authors.initials: Y
authors.lastname: Chen
authors.forename: Gangchun
authors.initials: G
authors.lastname: Sun
authors.forename: Xianghong
authors.initials: X
authors.lastname: Wu
authors.forename: Shengmei
authors.initials: S
authors.lastname: Zhang
authors.forename: Chunyan
authors.initials: C
authors.lastname: Han
authors.forename: Guanxing
authors.initials: G
authors.lastname: Wang
authors.forename: Li
authors.initials: L
authors.lastname: Li
authors.forename: Gang
authors.initials: G
authors.lastname: Liu
mesh_terms: D000588:Amines / Q000737:chemistry; D001554:Benzene / Q000737:chemistry*; D004139:Dinitrofluorobenzene / Q000031:analogs & derivatives* / Q000737:chemistry; D006859:Hydrogen / Q000737:chemistry*; D015394:Molecular Structure; D010100:Oxygen / Q000737:chemistry*; D000077489:Piperazine; D010879:Piperazines / Q000737:chemistry; D012996:Solutions; D013843:Thiazines / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D000588:Amines; D010879:Piperazines; D012996:Solutions; D013843:Thiazines; D000077489:Piperazine; D006859:Hydrogen; D004139:Dinitrofluorobenzene; C002041:1,5-difluoro-2,4-dinitrobenzene; D001554:Benzene; D010100:Oxygen