An efficient dealkylative addition of trialkylamines to dialkyl acetylenedicarboxylates in the presence of a metallic chloride

被引：16
|
作者：
Cho, CS [1 ]
机构：
[1] Kyungpook Natl Univ, Ind Technol Res Inst, Taegu 702701, South Korea
来源：
TETRAHEDRON LETTERS | 2005年 / 46卷 / 09期
关键词：
aminomaleates; dialkyl acetylenedicarboxylates; metallic chlorides; trialkylamines;
D O I：
10.1016/j.tetlet.2005.01.034
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Dialkyl acetylenedicarboxylates react effectively with an array of trialkylamines in dioxane at 80degreesC in the presence of a metallic chloride to afford the corresponding aminomaleates in good yields. (C) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1415 / 1417
页数：3
相关论文
共 50 条
  • [1] Visible-Light-Mediated Dealkylative Coupling of Trialkylamines with Dialkyl Acetylenedicarboxylates
    Liu, Fangnan
    Zhang, Zhiguo
    Bao, Zongbi
    Su, Baogen
    Xing, Huabin
    Yang, Qiwei
    Yang, Yiwen
    Ren, Qilong
    SYNLETT, 2017, 28 (09) : 1116 - 1120
  • [2] A new synthesis of functionalized dialkyl maleate and fumarate derivatives by addition of amines to dialkyl acetylenedicarboxylates in the presence of NBS or NCS
    Khalili, Gholamhossein
    Ghiasi, Farzaneh Farid
    Hashemi, Seyed Abolghasem
    MONATSHEFTE FUR CHEMIE, 2017, 148 (06): : 1051 - 1055
  • [3] A new synthesis of functionalized dialkyl maleate and fumarate derivatives by addition of amines to dialkyl acetylenedicarboxylates in the presence of NBS or NCS
    Gholamhossein Khalili
    Farzaneh Farid Ghiasi
    Seyed Abolghasem Hashemi
    Monatshefte für Chemie - Chemical Monthly, 2017, 148 : 1051 - 1055
  • [4] Efficient oxidative N-dealkylative addition of trialkylamines to dimethyl acetylenedicarboxylate using BrCCl3 as the terminal oxidant
    Liu, Fangnan
    Zhang, Zhiguo
    Bao, Zongbi
    Xing, Huabin
    Yang, Yiwen
    Ren, Qilong
    TETRAHEDRON LETTERS, 2017, 58 (28) : 2707 - 2710
  • [5] SYNTHESIS OF DIALKYL PHOSPHORYLSUCCINATES FROM THE REACTION OF THIOURACIL DERIVATIVES WITH DIALKYL ACETYLENEDICARBOXYLATES IN THE PRESENCE OF TRIALKYLPHOSPHITES
    Azizian, Javad
    Yadollahzadeh, Khadijeh
    Tahermansouri, Hasan
    Delbari, Akram Sadat
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2011, 186 (09) : 1844 - 1852
  • [6] Efficient Synthesis of Tetrahydropyrimidines and Pyrrolidines by a Multicomponent Reaction of Dialkyl Acetylenedicarboxylates (=Dialkyl But-2-ynedioates), Amines, and Formaldehyde in the Presence of Iodine as a Catalyst
    Das, Biswanath
    Kanth, Boddu Shashi
    Shinde, Digambar Balaji
    Kamble, Vinod T.
    HELVETICA CHIMICA ACTA, 2011, 94 (11) : 2087 - 2091
  • [7] The Addition of α-Hydroxy-benzylphosphonates to Dialkyl Acetylenedicarboxylates; Catalytic Hydrogenation of the Adducts
    Milen, Matyas
    Bese, Cintia
    Kovacs, Csenge
    Dancso, Andras
    Keglevich, Gyorgy
    SYNTHESIS-STUTTGART, 2024, 56 (19): : 3074 - 3082
  • [8] Reaction between dialkyl acetylenedicarboxylates and arylsulfonyl isocyanates in the presence of trialkyl phosphites: A simple and efficient synthesis of tetrasubstituted hydantoins
    Alizadeh, A
    Bijanzadeh, HR
    SYNTHESIS-STUTTGART, 2004, (18): : 3023 - 3028
  • [9] Theoretical study of the reaction mechanism between triphenylphosphine with dialkyl acetylenedicarboxylates in the presence of benzotriazole
    Mohammad Zakarianezhad
    Batoul Makiabadi
    Seyede Samira Hosseini
    Theoretical Chemistry Accounts, 2021, 140
  • [10] Theoretical study of the reaction mechanism between triphenylphosphine with dialkyl acetylenedicarboxylates in the presence of benzotriazole
    Zakarianezhad, Mohammad
    Makiabadi, Batoul
    Hosseini, Seyede Samira
    THEORETICAL CHEMISTRY ACCOUNTS, 2021, 140 (02)
12345