Selective reduction and functionalization of diethyl 1-alkyl-1H-indole-2,3-dicarboxylates

被引：12
|
作者：
Sayyed, Iliyas Ali [1 ]
Alex, Karolin [1 ]
Tillack, Annegret [1 ]
Schwarz, Nicolle [1 ]
Spannenberg, Anke [1 ]
Michalik, Dirk [1 ]
Beller, Matthias [1 ]
机构：
[1] Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany
来源：
TETRAHEDRON | 2008年 / 64卷 / 20期
关键词：
D O I：
10.1016/j.tet.2008.03.011
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A convenient and highly selective reduction of easily accessible indole-2,3-dicarboxylates is described. Ten different 1-alkyl-2-formyl-1H-indole-3-carboxylates are obtained in high yield and represent interesting building blocks for novel indoles. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4590 / 4595
页数：6
相关论文
共 50 条
  • [1] Bromination of dimethyl 1-substituted indole-2,3-dicarboxylates
    Miki, Yasuyoshi
    Umemoto, Misako
    Nakamura, Mai
    Hibino, Hajime
    Ohkita, Noriko
    Kato, Akiko
    Aoki, Yoshiyuki
    HETEROCYCLES, 2006, 68 (09) : 1893 - 1899
  • [2] Diastereospecific and Highly Site-Selective Functionalization of C70 Fullerene by a Reaction with Diethyl N-Arylaziridine-2,3-dicarboxylates
    Lukyanov, Daniil A.
    Konev, Alexander S.
    Amsharov, Konstantin
    Khlebnikov, Alexander F.
    Hirsch, Andreas
    JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (22): : 14146 - 14151
  • [3] Synthesis of 1H-Indole-2,3-dicarboxylates via Rhodium-Catalyzed C-H Annulation of Arylhydrazines with Maleates
    Zhang, Sheng
    Li, He
    Yamamoto, Yoshinori
    Bao, Ming
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (19): : 12544 - 12552
  • [4] REACTION OF DIETHYL 2-CHLORO-AZULENE-1, 3-DICARBOXYLATES AZULENE-1,3-DICARBOXYLATES WITH GRIGNARD-REAGENTS
    ABE, N
    TAKASE, K
    TETRAHEDRON LETTERS, 1973, (48) : 4739 - 4742
  • [5] Nitration of dimethyl 1-substituted indole-2,3-dicarboxylates: Synthesis of nitro- and aminoindole derivatives
    Miki, Yasuyoshi
    Umemoto, Misako
    Maruyama, Hiroko
    Kurornatsu, Makoto
    Harnamoto, Hirorni
    HETEROCYCLES, 2007, 71 (11) : 2457 - 2463
  • [6] Dialkyl 2H-1-benzothiopyran-2,3-dicarboxylates via intramolecular Wittig reaction
    Hekmatshoar, Rahirn
    Javanshir, Shahrzad
    Heravi, Majid M.
    JOURNAL OF CHEMICAL RESEARCH, 2007, (01) : 60 - 61
  • [7] Vinylphosphonium salt mediated efficient synthesis of dialkyl 1H-pyrrolizine-2,3-dicarboxylates
    Yavari, I
    Djahaniani, H
    Maghsoodlou, MT
    Hazeri, N
    JOURNAL OF CHEMICAL RESEARCH-S, 1999, (06): : 382 - 383
  • [8] Synthesis of dialkyl 9-chloro-3H-pyrrolo[1,2-a]indole-2,3-dicarboxylates mediated by vinylphosphonium salts
    Esmaeili, AA
    Kheybari, H
    JOURNAL OF CHEMICAL RESEARCH-S, 2002, (09): : 465 - 466
  • [9] Synthesis of fluorinated dialkyl 1-aryl-4-alkoxy-5-oxo-2,5-dihydro-1H-pyrrole-2,3-dicarboxylates
    Yavari, I
    Nasiri, F
    Djahaniani, H
    POLISH JOURNAL OF CHEMISTRY, 2004, 78 (10) : 1871 - 1876
  • [10] Synthesis of dimethyl 1-aryl-4-ethoxy-5-oxo-2,5-dihydro-1H-pyrrole-2,3-dicarboxylates mediated by triphenylphosphine
    Yavari, I
    Nasiri, F
    Djahaniani, H
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2005, 180 (02) : 453 - 458
12345