Indium trichloride catalyzed efficient one-pot synthesis of highly substituted furans

被引：19
|
作者：
Dey, Sumit [1 ]
Nandi, Debkumar [1 ]
Pradhan, Prasun K. [1 ]
Giri, Venkatachalam Sesha [1 ]
Jaisankar, Parasuraman [1 ]
机构：
[1] Indian Inst Chem Biol, Unit CSIR, Dept Med Chem, Kolkata 700032, W Bengal, India
来源：
TETRAHEDRON LETTERS | 2007年 / 48卷 / 14期
关键词：
indium trichloride; furans; cyclization; dehydration;
D O I：
10.1016/j.tetlet.2007.02.019
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A one-pot synthesis of the substituted furans 3 could be achieved in good yields by reacting but-2-ene-1,4-diones 1 with acetoacetates 2 in the presence of a catalytic amount of InCl3 (20 mol %) using i-PrOH as solvent at 80-90 degrees C for 4-8 h. InCl3 was observed to give the optimum results among the various Lewis acids examined. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2573 / 2575
页数：3
相关论文
共 50 条
  • [1] An efficient one-pot synthesis of highly substituted furans catalyzed by N-bromosuccinimide
    Ghasemnejad-Bosra, Hassan
    Faraje, Mohammad
    Habibzadeh, Setareh
    Ramzanian-Lehmali, Farhad
    JOURNAL OF THE SERBIAN CHEMICAL SOCIETY, 2010, 75 (03) : 299 - 305
  • [2] Efficient One-Pot 1,3-Dibromo-5,5-dimethylhydantoin (DBH)-Catalyzed Synthesis of Highly Substituted Furans
    Ghasemnejad-Bosra, Hassan
    Faraje, Mohammad
    Habibzadeh, Setareh
    HELVETICA CHIMICA ACTA, 2009, 92 (03) : 575 - 578
  • [3] Palladium-catalyzed one-pot synthesis of highly substituted furans by a three-component annulation reaction
    Duan, XH
    Liu, XY
    Guo, LN
    Liao, MC
    Liu, WM
    Liang, YM
    JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (17): : 6980 - 6983
  • [4] Highly efficient methods for the one-pot synthesis of β-substituted enones
    Kerr, WJ
    Pearson, CM
    Thurston, GJ
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2006, 4 (01) : 47 - 50
  • [5] Highly efficient and versatile one-pot synthesis of substituted thienylidene compounds
    Moghaddam, Firouz Matloubi
    Boeini, Hassan Zali
    Bagheri, Mojtaba
    Rüedi, Peter
    Linden, Anthony
    Journal of Sulfur Chemistry, 2005, 26 (03) : 245 - 250
  • [6] One-pot synthesis of highly substituted indolines
    Liu, Kevin G.
    Lo, Jennifer R.
    Robichaud, Albert J.
    TETRAHEDRON, 2010, 66 (03) : 573 - 577
  • [7] Efficient one-pot synthesis of substituted pyrazoles
    Tang, Meng
    Zhang, Fu-Min
    TETRAHEDRON, 2013, 69 (05) : 1427 - 1433
  • [8] One-pot synthesis of α-aminophosphonates catalyzed by antimony trichloride adsorbed on alumina
    Ambica
    Kumar, Satish
    Taneja, Subhash C.
    Hundal, Maninder S.
    Kapoor, Kamal K.
    TETRAHEDRON LETTERS, 2008, 49 (14) : 2208 - 2212
  • [9] A Novel Indium-Catalyzed Three-Component Reaction: General and Efficient One-Pot Synthesis of Substituted Pyrroles
    Lin, Min
    Hao, Lu
    Ma, Rui-da
    Zhan, Zhuang-ping
    SYNLETT, 2010, (15) : 2345 - 2351
  • [10] Highly efficient one-pot synthesis of tetrahydropyridines
    Ramin, Ghorbani-Vaghei
    Hajar, Shahbazi
    COMPTES RENDUS CHIMIE, 2013, 16 (11) : 1047 - 1054
12345