Ultrasonic assisted-silica mediated [3+2] cycloaddition of azomethine ylides - a facile multicomponent one-pot synthesis of novel dispiroheterocycles

被引：68
作者：
Babu, A. R. Suresh [1 ]
Raghunathan, R. [1 ]
机构：
[1] Univ Madras, Dept Organ Chem, Madras 600025, Tamil Nadu, India
来源：
TETRAHEDRON LETTERS | 2007年 / 48卷 / 38期
关键词：
D O I：
10.1016/j.tetlet.2007.07.085
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient synthesis of dispiro-oxindolopyrrolizidine and dispirooxindolothienopyrrole derivatives has been expediently accomplished via a one-pot, three-component 1,3-dipolar cycloaddition reaction. High regioselectivity was achieved on ultrasonication in the presence of silica as a catalyst. X-ray diffraction studies of one of the cycloadducts proved the structure and regiochemistry of the cycloaddition. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6809 / 6813
页数：5
相关论文
共 45 条
  • [1] AMALRAJ A, 2003, BIOORGAN MED CHEM, V11, P407
  • [2] Amalraj A., 2001, TETRAHEDRON, V57, P10293, DOI DOI 10.1016/S0040-4020(01)01042-0
  • [3] [Anonymous], 1989, Adv. Heterocycl. Chem, DOI DOI 10.1016/S0065-2725(08)60332-3
  • [4] [Anonymous], 1984, 13 DIPOLAR CYCLOADDI
  • [5] A novel access to highly functionalised β-lactams by regio- and stereoselective 1,3-dipolar cycloaddition reaction
    Arumugam, N
    Jayashankaran, J
    Manian, RDRS
    Raghunathan, R
    [J]. TETRAHEDRON, 2005, 61 (35) : 8512 - 8516
  • [6] Heteropolyacid-silica mediated [3+2] cycloaddition of azomethine ylides - a facile multicomponent one-pot synthesis of novel dispiroheterocycles
    Babu, A. R. Suresh
    Raghunathan, R.
    [J]. TETRAHEDRON LETTERS, 2006, 47 (52) : 9221 - 9225
  • [7] Bailly C, 1999, ANTI-CANCER DRUG DES, V14, P291
  • [8] BAN Y, 1976, CHEM PHARM BULL, V24, P736
  • [9] BAN Y, 1975, CHEM PHARM BULL, V23, P2605
  • [10] BAN Y, 1974, TETRAHEDRON LETT, P187
12345