Organic syntheses based on 2-oxoglutaric acid .5. Syntheses of novel 2H-1,4-benzothiazines and a 2,5-dihydro-1,5-benzothiazepine

被引：7
作者：
Blitzke, T
Sicker, D
Wilde, H
机构：
[1] Institut für Organische Chemie, Universität Leipzig, D-04103 Leipzig
来源：
JOURNAL OF HETEROCYCLIC CHEMISTRY | 1997年 / 34卷 / 02期
关键词：
D O I：
10.1002/jhet.5570340215
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Syntheses aimed on the incorporation in heterocycles of segments originating in the precursor 2-oxoglutaric acid are described. Cylocondensation of dimethyl 2-oxoglutarate 1, dimethyl 3-bromo-2-oxoglutarate 2, and dimethyl (E)-2-oxoglutaconate 3 with 2-aminobenzenethiol gave rise to the novel 2H-1,4-benzothiazines 4 and 5, and the 2,5-dihydro-1,5-benzothiazepine 6, respectively, by incorporation of either the segments C-1/C-2 or C-2/C-3 or C-3/C-4/C-5 of the precursor.
引用
收藏
页码：453 / 455
页数：3
相关论文
共 50 条
  • [1] SYNTHESES OF 1,5-BENZOTHIAZEPINES .13. SYNTHESES OF 2,3-DIHYDRO AND 2,5-DIHYDRO-1,5-BENZOTHIAZEPINES
    PANT, S
    BHATIA, A
    SHARMA, A
    PANT, UC
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1994, 33 (09): : 885 - 887
  • [2] ORGANIC SYNTHESES BASED ON 2-OXOGLUTARIC ACID .3. SYNTHESIS AND REACTIONS OF DIMETHYL (E)-2-OXOGLUTACONATE
    BLITZKE, T
    HARTENSTEIN, H
    SICKER, D
    WILDE, H
    JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG, 1993, 335 (08): : 683 - 686
  • [3] ORGANIC SYNTHESES BASED ON 2-OXOGLUTARIC ACID .2. ON THE SYNTHESIS OF HETEROCYCLES BY REACTIONS OF DIMETHYL 3-BROMO-2-OXOGLUTARATE WITH BINUCLEOPHILES
    HARTENSTEIN, H
    BLITZKE, T
    SICKER, D
    WILDE, H
    JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG, 1993, 335 (02): : 176 - 180
  • [4] Novel syntheses of 2,3-dihydro-1,5-benzothiazepin-4 (5H)-ones and 2H-1,4-benzothiazin-3(4H)-ones
    Katritzky, AR
    Odens, HH
    Zhang, SM
    Rostek, CJ
    Maender, OW
    JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (20) : 6792 - 6796
  • [5] A NOVEL, CONVENIENT SYNTHESIS OF 2-ARYL-3-OXO-3,4-DIHYDRO-2H-1,4-BENZOTHIAZINES
    FUJITA, M
    OTA, A
    ITO, S
    YAMAMOTO, K
    KAWASHIMA, Y
    SYNTHESIS-STUTTGART, 1988, (08): : 599 - 604
  • [6] ORGANIC SYNTHESES BASED ON 2-OXOGLUTARIC ACID .4. REGIOSELECTIVE SYNTHESIS OF SUBSTITUTED METHYL 2-(2-METHOXY-CARBONYL-2H-THIOPYRAN-3-YL)GLYOXYLATES
    BLITZKE, T
    GREIF, D
    KEMPE, R
    PINK, M
    PULST, M
    SICKER, D
    WILDE, H
    JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG, 1994, 336 (02): : 163 - 165
  • [7] A SIMPLE SYNTHESIS OF SOME NEW 2-ARYL-SUBSTITUTED 2,5-DIHYDRO-1H-1,5-BENZODIAZEPINE- AND 2,5-DIHYDRO-1,5-BENZOTHIAZEPINE-3,4-DICARBOXYLIC N-ARYLIMIDES
    AUGUSTIN, M
    JESCHKE, P
    SYNTHESIS-STUTTGART, 1987, (10): : 937 - 938
  • [8] SYNTHESES OF 1,5-BENZOTHIAZEPINES .8. SYNTHESES OF 2,4-(SUBSTITUTED-DIARYL)-8-ETHOXY-2,5-DIHYDRO-1,5-BENZOTHIAZEPINES
    PANT, UC
    CHUGH, M
    PANT, S
    MODWEL, C
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1992, 69 (06) : 342 - 344
  • [9] Synthesis of 2H-1,5-benzodioxepin and 2,5-dihydro-1,6-benzodioxocin derivatives via ring-closing metathesis reaction
    Mamouni, R
    Soukri, M
    Lazar, S
    Akssira, M
    Guillaumet, G
    TETRAHEDRON LETTERS, 2004, 45 (12) : 2631 - 2633
  • [10] STUDIES ON ANNELATED [1,4]BENZOTHIAZINES AND [1,5]BENZOTHIAZEPINES .5. SYNTHESIS AND BIOLOGICAL-ACTIVITY OF N-2 ALKYLAMINO DERIVATIVES OF 4,5-DIHYDRO-S-TRIAZOLO[3,4-D]-1,5-BENZOTHIAZEPINE
    AMBROGI, V
    GIAMPIETRI, A
    GRANDOLINI, G
    PERIOLI, L
    RICCI, M
    TUTTOBELLO, L
    ARCHIV DER PHARMAZIE, 1992, 325 (09) : 569 - 577
12345