Reactivity study of 1H-thieno[3,2-d][1,3]oxazine-2,4-dione toward the synthesis of bicyclic 3,4-dihydro-1H-thieno[3,2-e][1,4]diazepine-2,5-dione analogues

被引:15
|
作者
Brouillette, Yann [1 ]
Lisowski, Vincent [1 ]
Fulcrand, Pierre [1 ]
Martinez, Jean [1 ]
机构
[1] Univ Montpellier 2, UFR Sci Pharmaceut & Biol, CNRS, UMR 5810,LAPP, F-34093 Montpellier 5, France
来源
JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 72卷 / 07期
关键词
EFFICIENT SYNTHESIS; RING; ANTAGONISTS; PREDICTION; DISCOVERY; KINETICS; XANTHINE; AGENTS;
D O I
10.1021/jo0622882
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHIC] A series of 10 optically pure 3,4-dihydro-1H-thieno[3,2-e][1,4]diazepine-2,5-dione derivatives has been synthesized in 41-75% yields on treatment of 1H-thieno[3,2-d][1,3]oxazine-2,4-dione with different natural alpha-amino acids.
引用
收藏
页码:2662 / 2665
页数:4
相关论文
共 50 条
  • [21] Synthesis of new thieno[2,3-d]pyrimidines, thieno[3,2-e]pyridines, and thieno[2,3-d][1,3]oxazines
    Kanawade, Shrikant B.
    Patil, Shivaraj P.
    Nikam, Prashant S.
    Gangurde, Sachin A.
    Jachak, Madhukar N.
    Toche, Raghunath B.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2012, 49 (02) : 363 - 369
  • [22] 4-(3-Phenyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)thieno[3,2-d]pyrimidine
    Noh, Eun Sun
    Kim, Sung Min
    Song, Yang-Heon
    MOLBANK, 2020, 2020 (02)
  • [23] THIENOPYRIMIDINES .1. STUDY OF 4-OXO-3,4-DIHYDRO THIENO 3,2-D!PYRIMIDINE
    ROBBA, M
    LECOMTE, JM
    CUGNONDE.M
    BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE, 1970, (10): : 3630 - &
  • [24] SYNTHESIS OF 4-OXO-3,4-DIHYDRO-1H-THIENO[3,4-C][1,2,6]THIADIAZINE 2,2-DIOXIDES AND 4-OXO-3,4-DIHYDRO-1H-THIENO(3,2-C)(1,2,6)THIADIAZINE 2,2-DIOXIDES
    GOYA, P
    LISSAVETZKY, J
    ROZAS, I
    SYNTHESIS-STUTTGART, 1989, (04): : 280 - 282
  • [25] THE SYNTHESIS OF A 4H-THIENO[3,4-B]PYRAN-7-ONE AND SOME 4H-THIENO[3,2-D]-1,3-DIOXIN-4-ONES
    BANKS, MR
    BARKER, JM
    HUDDLESTON, PR
    AZIZIAN, F
    JOURNAL OF CHEMICAL RESEARCH-S, 1985, (12): : 386 - 387
  • [26] Synthesis and combinatorial approach of the reactivity of 6-and 7-arylthieno[3,2-d][1,3]oxazine-2,4-diones
    Le Foulon, FX
    Braud, E
    Fabis, F
    Lancelot, JC
    Rault, S
    TETRAHEDRON, 2003, 59 (50) : 10051 - 10057
  • [27] SYNTHESIS OF NEW 4-OXO-4H-PYRIDO[3',2'-4,5]THIENO[3,2-D](1,3)OXAZINES
    VIEWEG, H
    KRASSELT, U
    BOHM, N
    PRANTZ, J
    WAGNER, G
    PHARMAZIE, 1990, 45 (10): : 731 - 733
  • [28] NITRO-DERIVATIVES OF 5-PHENYL-1H-THIENO[3,2-E]1,4-DIAZEPIN-2(3H)-ONES
    HROMATKA, O
    BINDER, D
    MONATSHEFTE FUR CHEMIE, 1973, 104 (04): : 1105 - 1108
  • [29] 3′-(3-Hydroxyphenyl)-4-methylspiro[benzo[e][1,4] diazepine-3,2′-oxirane]-2,5(1H, 4H)-dione
    Liu, Jun-Liang
    Hu, Zhi-Yu
    Xu, Qing-Yan
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O1670 - U532
  • [30] Tetracyclic systems: Synthesis of isoindolo[1,2-b]thieno[2,3(3,2 or 3,4)-e][1,3]thiazocines and isoindolo[2,1-a]thieno[2,3(3,2 or 3,4)-f][1,4] and [1,5]diazocines
    Pigeon, P
    Decroix, B
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1997, 34 (02) : 375 - 380