Syntheses of 4-substituted 3,5-dihydro-1H-thieno[3,4-c]-pyrrole 2,2-dioxides and their Diels-Alder reactions

被引:2
|
作者
Suzuki, T [1 ]
Ohyabu, H [1 ]
Takayama, H [1 ]
机构
[1] Teikyo Univ, Fac Pharmaceut Sci, Kanagawa 19901, Japan
关键词
D O I
10.3987/COM-97-S76
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The preparation of 4-substituted 3,5-dihydro-1H-thieno[3,4-c]pyrrole 2,2-dioxides and their intermolecular Diels-Alder reactions with DMAD are described. In the reaction with DMAD, 4-acetyl-3,5-dihydro-1H-thieno[3,4-c]pyrrole2,2-dioxides acted as the corresponding 3,4-dimethylenepyrroles.
引用
收藏
页码:199 / 202
页数:4
相关论文
共 50 条
  • [21] Expedient synthesis of highly substituted 3,4-dihydro-1,2-oxathiine 2,2-dioxides and 1,2-oxathiine 2,2-dioxides: revisiting sulfene additions to enaminoketones
    Aiken, Stuart
    Anozie, Kelechi
    de Azevedo, Orlando D. C. C.
    Cowen, Lewis
    Edgar, Ross J. L.
    Gabbutt, Christopher D.
    Heron, B. Mark
    Lawrence, Philippa A.
    Mills, Abby J.
    Rice, Craig R.
    Urquharte, Mike W. J.
    Zonidis, Dimitrios
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (44) : 9585 - 9604
  • [22] Heteropolyacid as an efficient catalyst for synthesis of 3,4-dihydro-1H-2,3-benzothiazine 2,2-dioxides
    Canepa, Alicia S.
    Sasiambarrena, Leandro D.
    Bravo, Rodolfo D.
    SYNTHETIC COMMUNICATIONS, 2008, 38 (15) : 2655 - 2661
  • [23] DIELS-ALDER REACTIONS OF CYCLOBUTA[1,2/3,4]DICYCLOHEPTATETRAENE, A [4]RADIALENE
    HASHMI, S
    SZEIMIES, G
    CHEMISCHE BERICHTE-RECUEIL, 1992, 125 (07): : 1769 - 1771
  • [24] Condensation reactions of 3-amino-4-imino-4H-thieno-[3,4-c][1]benzopyran
    NyiondiBonguen, E
    Fondjo, ES
    Fomum, ZT
    Dopp, D
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1996, 33 (02) : 281 - 286
  • [25] Synthesis of phenanthridones using Diels-Alder reactions of 4-substituted 2(1H)-quinolones acting as dienophiles
    Fujita, R
    Watanabe, K
    Yoshisuji, T
    Matsuzaki, H
    Harigaya, Y
    Hongo, H
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2001, 49 (04) : 407 - 412
  • [26] Synthesis of Tetrahydropyrazolo[4′,3′:5,6]pyrano[3,4-c]quinolones by Domino Knoevenagel/Hetero Diels-Alder Reactions
    Kiamehr, Mostafa
    Mohammadkhani, Leyla
    Khodabakhshi, Mohammad Reza
    Jafari, Behzad
    Langer, Peter
    SYNLETT, 2019, 30 (15) : 1782 - 1786
  • [27] ALKYLATION OF 4H,6H-THIENO[3,4-C]FURAN 5,5-DIOXIDE AND ITS USE AS A 3,4-DIMETHYLENEFURAN SYNTHON IN INTRAMOLECULAR DIELS-ALDER REACTION
    ANDO, K
    AKADEGAWA, N
    TAKAYAMA, H
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1993, (19): : 2263 - 2268
  • [28] Furan-fused 3-sulfolene as a novel building block: Intermolecular Diels-Alder reactions of 4H,6H-thieno[3,4-c]furan 5,5-dioxide
    Suzuki, T
    Kubomura, K
    Takayama, H
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (03): : 251 - 256
  • [29] REARRANGEMENT REACTIONS .3. SYNTHESES AND DIELS-ALDER REACTIONS OF 2-ALKYLAZO-SUBSTITUTED 1,3-BUTADIENES
    BANERT, K
    HAGEDORN, M
    TETRAHEDRON LETTERS, 1992, 33 (48) : 7331 - 7334
  • [30] REACTIONS OF A THIENO[3,4-C]ISOTHIAZOLE WITH 1,2,4-TRIAZOLINE-3,5-DIONES AND ALKYNES
    GOTTHARDT, H
    BOHM, FR
    LIEBIGS ANNALEN DER CHEMIE, 1986, (10): : 1796 - 1803