A synthesis of isoxazoles through the reaction of activated acetylenes and alkyl 2-nitroethanoates in the presence of triphenylphosphine

被引:59
|
作者
Yavari, I [1 ]
Moradi, L [1 ]
机构
[1] Tarbiat Modares Univ, Dept Chem, Tehran, Iran
关键词
isoxazole; activated acetylenes; triphenylphosphine; CH-acid; alkyl; 2-nitroethanoates;
D O I
10.1016/j.tetlet.2005.12.112
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of dialkyl acetylenedicarboxylates or dibenzoyl acetylene with alkyl 2-nitroethanoates in the presence of triphenylphosphine leads to functionalized isoxazoles in good yields. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1627 / 1629
页数:3
相关论文
共 50 条
  • [21] Synthesis of trifluormethyl substituted oxetenes by the reaction of acetylenedicarboxylate with trifluoromethyl ketone in the presence of triphenylphosphine
    Fan, Huafang
    Wang, Xiaowei
    Zhao, Jingwei
    Li, Xinjin
    Gao, Jinming
    Zhu, Shizheng
    JOURNAL OF FLUORINE CHEMISTRY, 2013, 146 : 1 - 5
  • [22] Cascade Synthesis of 2-Azafluorene, Azocine, and Azabicyclononane Derivatives by Reaction of Activated Acetylenes with Some β-Amino Ketones
    S. A. Soldatova
    N. M. Kolyadina
    A. T. Soldatenkov
    A. V. Malkova
    Russian Journal of Organic Chemistry, 2019, 55 : 479 - 486
  • [23] Study of reaction between triphenylphosphine and activated acetylenic esters in the presence of benzanilide and some its derivatives
    Hazeri, Nourollah
    Maghsoodlou, Malek Taher
    Khorassani, Sayyed Mostafa Habibi
    Nassiri, Mahmoud
    Afarini, Zahra
    JOURNAL OF CHEMICAL RESEARCH, 2008, (02) : 97 - 100
  • [24] Cascade Synthesis of 2-Azafluorene, Azocine, and Azabicyclononane Derivatives by Reaction of Activated Acetylenes with Some β-Amino Ketones
    Soldatova, S. A.
    Kolyadina, N. M.
    Soldatenkov, A. T.
    Malkova, A. V.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 55 (04) : 479 - 486
  • [25] Chemospecific reaction of activated acetylenic compounds with triphenylphosphine in the presence of a system containing two functional groups
    Islami, Mohammad Reza
    Amrollahi, Mohammad Ali
    Iranmanesh, Maryam
    ARKIVOC, 2009, : 35 - 42
  • [26] Synthesis of polyfunctionalized alkenes and α,β-unsaturated γ-lactams from the reaction of alkyl propiolates and CH-acids such as diethyl acetamidomalonate and ethyl acetamidocyanoacetate in the presence of triphenylphosphine
    Sakineh Asghari
    Azin Salimi
    Mohammad Qandalee
    Monatshefte für Chemie - Chemical Monthly, 2008, 139 : 1217 - 1222
  • [27] Synthesis of polyfunctionalized alkenes and α,β-unsaturated γ-lactams from the reaction of alkyl propiolates and CH-acids such as diethyl acetamidomalonate and ethyl acetamidocyanoacetate in the presence of triphenylphosphine
    Asghari, Sakineh
    Salimi, Azin
    Qandalee, Mohammad
    MONATSHEFTE FUR CHEMIE, 2008, 139 (10): : 1217 - 1222
  • [28] Regioselective synthesis of (E)-3-[2-(arylmethylene)-1-(arylsulfonyl)hydrazino]-2-propenoates via the reaction of arylsulfonyl hydrazones and alkyl propiolates in the presence of triphenylphosphine
    Hashemi, Seyed Abolghasem
    TETRAHEDRON LETTERS, 2012, 53 (38) : 5141 - 5143
  • [29] Chemoselective Synthesis of New Stable Phosphorus Ylides from the Reaction Between Triphenylphosphine and Activated Acetylenic Esters in the Presence of Heterocyclic Biological Bases
    Habibi-Khorassani, Sayyed Mostafa
    Maghsoodlou, Malek Taher
    Hazeri, Nourallah
    Bagherpour, Khatereh
    Rostamizadeh, Mohsen
    Najafi, Hamed
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2011, 186 (01) : 21 - 30
  • [30] A MECHANISTIC STUDY ON THE REACTION OF IMINOTHIADIAZOLINES WITH ACTIVATED ACETYLENES - COMPETITIVE PATHWAY THROUGH HYPERVALENT SULFURANE AND ZWITTERION
    YAMAMOTO, Y
    TSUCHIYA, T
    OCHIUMI, M
    ARAI, S
    INAMOTO, N
    AKIBA, KY
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1989, 62 (01) : 211 - 218