Studien zur Chemie von thienoanellierten O,N- und S,N-haltigen Heterocyclen, 15. Mitt. [1]: Zugänge zum Thieno[3,2-b][1,4]-oxazin-, Thieno[3,2-b][1,4]thiazin-und Thienodithiazepin-GrundgerüstStudies on the Chemistry of Thienoannelated O,N- and S,N-Containing Heterocycles XV [1]: An Access to the Thieno [3,2-b][1,4]oxazine, Thieno [3,2-b][1,4]thiazine and Thienodithiazepine Ring System

被引:0
|
作者
Thomas Erker
机构
[1] Institut für Pharmazeutische Chemie der Universität Wien,
[2] A-1090 Wien,undefined
关键词
Keywords. 3-Bromo-2-nitrothiophene; Nitro group reduction; Thieno [3; 2-b][1; 4]oxazine; Thieno[3; 2-b][1; 4]thiazine; Thienodithiazepine.;
D O I
10.1007/PL00013477
中图分类号
学科分类号
摘要
 3-Bromo-2-nitrothiophene is reacted with bifunctional reagents like methyl 3-mercaptopropionate to yield the corresponding thioether derivatives. Reduction of the nitro function followed by ring closure provides a possibility to synthesize the hitherto unknown thieno [3,2-b][1,4]oxazines as well as thieno [3,2-b][1,4]thiazines. In a similar manner, the new thienodithiazepine ring system is obtained.
引用
收藏
页码:679 / 687
页数:8
相关论文
共 50 条
  • [41] Synthesis and calcium antagonistic activity of 8-[N-[2-(3,4-dimethoxyphenyl)ethyl]-beta-alanyl]-5,6,7,8-tetrahydrothienol[3,2-b][1,4]thiazepine fumarate
    Erker, T
    Laimer, I
    Huck, S
    Boehm, S
    Studenik, C
    Heistracher, P
    ARCHIV DER PHARMAZIE, 1996, 329 (07) : 347 - 351
  • [42] PHARMACOLOGICAL STUDIES OF FURO [3,2-B] INDOLE-DERIVATIVES .1. ANALGESIC, ANTI-PYRETIC AND ANTI-INFLAMMATORY EFFECTS OF FI-302, N-(3-PIPERIDINOPROPYL)-4-METHYL-6-TRIFLUOROMETHYL-FURO[3,2-B]INDOLE-2-CARBOXAMIDE, IN EXPERIMENTAL-ANIMALS
    KAMEYAMA, T
    AMANUMA, F
    OKUYAMA, S
    HIGUCHI, S
    AIHARA, H
    JOURNAL OF PHARMACOBIO-DYNAMICS, 1985, 8 (06): : 477 - 486
  • [43] N-[1,2,4]噻二唑[3,2-b]苯并噻唑苯甲酰亚胺的合成与晶体结构
    贾爱铨
    曾润生
    苏州大学学报(自然科学版), 2007, (01) : 76 - 79
  • [44] SYNTHESIS OF N-(2-CARBOXY-THIENO[2,3-B]PYRIDINE-3-YL)AMIDINES BY THE REACTION OF 4-OXO-4 H-PYRIDO[3',2'/4,5]-THIENO[3,2-D]1,3-OXAZINES WITH PRIMARY AMINES
    VIEWEG, H
    LEISTNER, S
    WAGNER, G
    PHARMAZIE, 1992, 47 (12): : 914 - 916
  • [45] SYNTHESIS OF N-(2-CARBOXY-THIENO[2,3-B]PYRIDIN-3-YL)AMIDINES BY THE REACTION OF 4-OXO-4H-PYRIDO[3',2'/4,5]THIENO[3,2-D]1,3-OXAZINES WITH SECONDARY CYCLOALIPHATIC AMINES
    VIEWEG, H
    LEISTNER, S
    PRANTZ, J
    BOHM, N
    WAGNER, G
    PHARMAZIE, 1992, 47 (11): : 841 - 845
  • [46] Crystal structure of 2,4,7,9-tetranitro-10H-benzofuro[3,2-b]indole - dimethyl sulfoxide (1/1), C16H11N5O10S
    Cao, Huizhi
    Yan, Mi
    Huang, Shiliang
    He, Xuan
    Cao, Xiong
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2021, 236 (03): : 523 - 525
  • [47] STRUCTURE OF ETHYL-2-(2-PHENYL-6-THIAZOLO[3,2-B][1,2,4]TRIAZOLYL)-4-THIAZOLECARBOXYLATE (PMTT), C16H12N4O2S2
    WARIN, V
    BAERT, F
    HOUSSIN, R
    BERNIER, JL
    HENICHART, JP
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1985, 41 (AUG) : 1238 - 1239
  • [48] Reactions of N-(2-chloroacetyl)-α-amino acids with 3-cyanopyridine-2(1H)-thiones.: New promising route to 3,4-dihydropyrido[3',2':4,5]thieno[3,2-e][1,4]diazepine-2(1H),5-diones
    Fedorov, AE
    Shestopalov, AM
    Belyakov, AA
    RUSSIAN CHEMICAL BULLETIN, 2003, 52 (10) : 2197 - 2202
  • [49] Reactions of N-(2-chloroacetyl)-α-amino acids with 3-cyanopyridine-2(1H)-thiones. New promising route to 3,4-dihydropyrido[3",2":4,5]thieno[3,2-e][1,4]diazepine-2(1H),5-diones
    A. E. Fedorov
    A. M. Shestopalov
    P. A. Belyakov
    Russian Chemical Bulletin, 2003, 52 : 2197 - 2202
  • [50] Synthesis of 6H-thieno[3,2-b]pyridin-7-ones from N-(2-X-carbonyl)-3-thienyl ketenimines (X = RS, ArO, R2N) via consecutive [1,5]-X sigmatropic rearrangement and 6π-electrocyclization
    Alajarin, Mateo
    Vidal, Angel
    Ortin, Maria-Mar
    SYNTHESIS-STUTTGART, 2007, (04): : 590 - 596