SYNTHESIS OF PYRIMIDO[2,1-B]THIAZIN-6-ONE BY RETRO DIELS-ALDER REACTION

被引:17
|
作者
FULOP, F
HUBER, I
SZABO, A
BERNATH, G
SOHAR, P
机构
[1] ALBERT SZENT GYORGYI MED UNIV,INST PHARMACEUT CHEM,POB 121,H-6701 SZEGED,HUNGARY
[2] EGIS PHARMACEUT,DEPT SPECTROSCOP,H-1475 BUDAPEST,HUNGARY
关键词
THIAZOLO[2,3-B]QUINAZOLIN-5-ONE; THIAZINO[2,3-B]QUINAZOLIN-6-ONE; RETRODIENE DECOMPOSITION; THIAZOLO[3,2-A]PYRIMIDIN-5-ONE; PYRIMIDO[2,1-B]THIAZIN-6-ONE;
D O I
10.1016/S0040-4020(01)88290-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first mild retrodiene processes resulting in bicyclic heterocycles are described. From norbornene diexo- and diendo-beta-amino acids with chloroalkyl isothiocyanates, compounds 3-6 were prepared, which, by retrodiene decomposition, furnished 7 and 8.
引用
收藏
页码:7673 / 7676
页数:4
相关论文
共 50 条
  • [41] Synthesis and Utility of 2,2-Dimethyl-2H-pyrans: Dienes for Sequential Diels-Alder/Retro-Diels-Alder Reactions
    Tejedor, David
    Diaz-Diaz, Abian
    Diana-Rivero, Raquel
    Delgado-Hernandez, Samuel
    Garcia-Tellado, Fernando
    ORGANIC LETTERS, 2018, 20 (24) : 7987 - 7990
  • [42] One-pot three-component condensation reaction in water: An efficient and improved procedure for the synthesis of pyrimido[2,1-b]benzothiazoles
    Dandia, A.
    Khaturia, S.
    Sarawgi, P.
    Jain, A.
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2007, 182 (11) : 2529 - 2539
  • [43] PYRIMIDINES .3. THE SYNTHESIS OF OXAZOLO[2,3-B]PYRIMIDINONES, PYRIMIDO[2,1-B][1,3]OXAZINONES, AND PYRIMIDO[2,1-B][1,3]BENZOXAZINONES
    ABARCA, B
    SORIANO, C
    JONES, G
    JOURNAL OF CHEMICAL RESEARCH-S, 1987, (05): : 158 - 158
  • [44] A NEW METHOD FOR THE SYNTHESIS OF 2-GLYCOSYLAMINOPYRIDINES - TANDEM DIELS-ALDER RETRO-DIELS-ALDER REACTIONS IN THE SYNTHESIS OF 2-AMINO AND 2-GLYCOSYLAMINOPYRIDINES
    COBO, J
    MELGUIZO, M
    SANCHEZ, A
    NOGUERAS, M
    SYNLETT, 1993, (04) : 297 - 299
  • [45] Tandem intramolecular Diels-Alder/retro-Diels-Alder cycloaddition of 2H-chromen-2-one as dienes with the expulsion of CO2
    Zhang, Jian
    Wu, Jin-Long
    CHINESE CHEMICAL LETTERS, 2016, 27 (09) : 1537 - 1540
  • [46] 6-Polyfluoroalkylated 2-thiouracils in the synthesis of pyrimido[2,1-b][1,3,5]thiadiazines by the double Mannich reaction
    Khudina, Ol'ga G.
    Ivanova, Anna E.
    Burgart, Yanina V.
    Saloutin, Victor I.
    Kravchenko, Marionella A.
    JOURNAL OF FLUORINE CHEMISTRY, 2013, 147 : 31 - 35
  • [47] New method of synthesis of 2-aryl-2,3,7,8-tetrahydro-4H,6H-pyrimido[2,1-b]-1,3-thiazin-4-one hydrochlorides
    Britsun, VN
    Lozinskii, MO
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2001, (06): : 853 - 854
  • [49] REGIOSELECTIVITY IN THE Cu-CATALYZED SYNTHESIS OF SUBSTITUTED BENZO-AND PYRIDO-FUSED IMIDAZO[2,1-b] THIAZOLES AND PYRIMIDO[2,1-b] BENZOTHIAZOL-4-ONE
    Abele, Edgars
    Beresneva, Tatjana
    HETEROCYCLIC LETTERS, 2013, 3 (03): : 397 - 401
  • [50] Studies on the asymmetric Diels-Alder reaction of dihydropyridin-2-one with silyloxydienes
    Yamanaka, M
    Nagata, T
    Nakajima, Y
    Nishida, A
    Nakagawa, M
    HETEROCYCLES, 2002, 56 (1-2) : 283 - 290