A new stereoselective approach for the synthesis of substituted 3-cyclopropylmethylene-1,3-dihydro-indol-2-one via the condensation reaction of cis-1-aryl-2-benzoyl-3,3-dicyanocyclopropanes with oxindole in water

被引：6
作者：
Zhou, Dong [1 ]
Yu, Haigang [1 ]
Liu, Ying [1 ]
Chen, Jie [1 ]
Deng, Hongmei [3 ]
Shao, Min [3 ]
Ren, Zhongjiao [1 ]
Cao, Weiguo [1 ,2 ]
机构：
[1] Shanghai Univ, Dept Chem, Shanghai 200444, Peoples R China
[2] Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
[3] Shanghai Univ, Instrumental Anal & Res Ctr, Shanghai 200444, Peoples R China
来源：
TETRAHEDRON LETTERS | 2010年 / 51卷 / 41期
基金：
中国国家自然科学基金;
关键词：
Vinylcyclopropane; Cyclopropyl ketone; Water; Oxindole; Stereoselective synthesis; FRIEDEL-CRAFTS ALKYLATION; VINYL CYCLOPROPANES; ORGANIC-REACTIONS; ALPHA-KETOESTERS; VINYLCYCLOPROPANES; DERIVATIVES; PALLADIUM; KETONES; ROUTE;
D O I：
10.1016/j.tetlet.2010.08.025
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new stereoselective approach for the synthesis of substituted 3-cyclopropylmethylene-1,3-dihydroindol-2-one via the condensation reaction of cis-1-aryl-2-benzoyl-3,3-dicyanocyclopropanes with oxindole in water was achieved. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5473 / 5475
页数：3
相关论文
共 35 条
  • [1] Novel routes to pyrroles, indoles and carbazoles -: Applications in natural product synthesis
    Agarwal, S
    Cämmerer, S
    Filali, S
    Fröhner, W
    Knöll, J
    Krahl, MP
    Reddy, KR
    Knölker, HJ
    [J]. CURRENT ORGANIC CHEMISTRY, 2005, 9 (15) : 1601 - 1614
  • [2] Observations on the regio- and stereoselective trapping of organozinc carbenoids by acetoxybutadienes: a useful route to functionalised vinylcyclopropanes
    Aqil, R
    Motherwell, WB
    Roberts, LR
    Russell, CA
    [J]. TETRAHEDRON LETTERS, 2002, 43 (52) : 9671 - 9674
  • [3] Enantioselective organocatalytic indole alkylations. Design of a new and highly effective chiral amine for iminium catalysis
    Austin, JF
    MacMillan, DWC
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (07) : 1172 - 1173
  • [4] New catalytic approaches in the stereoselective Friedel-Crafts alkylation reaction
    Bandini, M
    Melloni, A
    Umani-Ronchi, A
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (05) : 550 - 556
  • [5] Regioselective ring opening of vinylcyclopropanes by hydrogenation with palladium on activated carbon
    Barrett, AGM
    Tam, W
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (22) : 7673 - 7678
  • [6] A novel metal iodide promoted three-component synthesis of substituted pyrrolidines
    Bertozzi, F
    Gustafsson, M
    Olsson, R
    [J]. ORGANIC LETTERS, 2002, 4 (18) : 3147 - 3150
  • [7] GRIECO PA, 1988, ORGANIC SYNTHESIS WA
  • [8] Practical methodologies for the synthesis of indoles
    Humphrey, Guy R.
    Kuethe, Jeffrey T.
    [J]. CHEMICAL REVIEWS, 2006, 106 (07) : 2875 - 2911
  • [9] Jensen KB, 2001, ANGEW CHEM INT EDIT, V40, P160, DOI 10.1002/1521-3773(20010105)40:1<160::AID-ANIE160>3.0.CO
  • [10] 2-S
1234