Highly efficient synthesis of 3-indolyl-substituted phthalides via Friedel-Crafts reactions in water

被引：29
作者：
Lin, Hua [1 ]
Sun, Xing-Wen [1 ]
机构：
[1] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China
来源：
TETRAHEDRON LETTERS | 2008年 / 49卷 / 36期
基金：
中国国家自然科学基金;
关键词：
D O I：
10.1016/j.tetlet.2008.06.055
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient and simple method for the synthesis of 3-indolyl-substituted phthalides via Friedel-Crafts reaction of indoles with 2-formylbenzoic acids in pure water has been developed. The reaction affords a wide range of 3-indolyl-substituted phthalides in good to excellent yields. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5343 / 5346
页数：4
相关论文
共 28 条
  • [11] The combinatorial synthesis of bicyclic privileged structures or privileged substructures
    Horton, DA
    Bourne, GT
    Smythe, ML
    [J]. CHEMICAL REVIEWS, 2003, 103 (03) : 893 - 930
  • [12] Practical methodologies for the synthesis of indoles
    Humphrey, Guy R.
    Kuethe, Jeffrey T.
    [J]. CHEMICAL REVIEWS, 2006, 106 (07) : 2875 - 2911
  • [13] Joo F., 2001, Aqueous Organometallic Catalysis
  • [14] Reaction of phthalaldehydic acid with different substituted aniline as well as hydrazine derivatives
    Khattab, Sherine N.
    Hassan, Seham Y.
    El-Faham, Ayman
    El Massry, Abdel Moneim M.
    Amer, Adel
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2007, 44 (03) : 617 - 626
  • [15] KUTNEY JP, 1977, TOTAL SYNTHESIS NATU, V3, P273
  • [16] Palladium-catalyzed synthesis of 3-alkylphthalides via carbonylative cyclization of o-bromobenzaldehyde with 1,3-dicarbonyl compounds
    Lee, DY
    Cho, CS
    Jiang, LH
    Wu, X
    Shim, SC
    Oh, DH
    [J]. SYNTHETIC COMMUNICATIONS, 1997, 27 (19) : 3449 - 3455
  • [17] Lei JG, 2002, SYNLETT, P927
  • [18] Li C. -J., 1997, ORGANIC REACTIONS AQ
  • [19] Organic reactions in aqueous media with a focus on carbon-carbon bond formations: A decade update
    Li, CJ
    [J]. CHEMICAL REVIEWS, 2005, 105 (08) : 3095 - 3165
  • [20] Organic chemistry in water
    Li, CJ
    Chen, L
    [J]. CHEMICAL SOCIETY REVIEWS, 2006, 35 (01) : 68 - 82
123