Reactions of α-carbanions of lithium acylates with N,N-diethyl-N-chloro- and N,N-diethyl-N-bromoamines

被引：3
|
作者：
Zorin, A. V. [1 ]
Zainashev, A. T. [1 ]
Zorin, V. V. [1 ]
机构：
[1] Ufa State Petr Technol Univ, Ul Kosmonavtov 1, Ufa 450062, Russia
来源：
RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2016年 / 86卷 / 11期
关键词：
alpha-halocarboxylic acid; dicarboxylic acid; N; N-diethyl-alpha-haloamine; alpha-carbanions of lithium acylates; nucleophilic substitution; oxidative coupling;
D O I：
10.1134/S1070363216110116
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The interaction of alpha-carbanions of lithium acylates (prepared via metalation of acetic, butyric, or isobutyric acid with lithium diisopropylamide in tetrahydrofuran under argon atmosphere) with N,N-diethyl-N-chloro- or N,N-diethyl-N-bromoamine has resulted in the formation of succinic acid or its 2,3-diethyl- and 2,2,3,3-tetramethyl-substituted derivatives in yields of 47-66% and the corresponding alpha-halocarboxylic acids (12-34%). Anion-radical scheme of the reaction products formation has been suggested.
引用
收藏
页码：2469 / 2472
页数：4
相关论文
共 50 条
  • [41] Diethyl N,N'-cyclohexane-1,4-diyldioxalamate
    Martínez-Martínez, FJ
    Maya-Lugardo, P
    García-Báez, EV
    Höpfl, H
    Hernández- Díaz, J
    Padilla-Martínez, II
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : O2994 - O2996
  • [42] N,N-diethyl-N′-benzoylthiourea -: A new spectrophotometric reagent for rhenium determination
    Merdivan, M
    Aygun, RS
    ANNALI DI CHIMICA, 2001, 91 (5-6) : 305 - 312
  • [43] THE CRYSTAL-STRUCTURE OF (N,N-DIETHYL-N'-BENZOYLSELENOUREATO)THALLIUM(I)
    BENSCH, W
    SCHUSTER, M
    ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 1993, 619 (10): : 1689 - 1692
  • [44] Solvent extraction of platinum group metals with N,N-diethyl-N′-benzoylthiourea
    Merdivan, M
    Aygün, RS
    Külcü, N
    ANNALI DI CHIMICA, 2000, 90 (5-6) : 407 - 412
  • [45] The mixed alkyl gallium or indium N,N,N-trimethylpropylenediaminedithiocarbamates. Crystal structure of diethyl (N,N',N'-trimethylpropylenediamine)dithiocarbamatoindium(III)
    Haggata, SW
    Malik, MA
    Motevalli, M
    OBrien, P
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1996, 511 (1-2) : 199 - 205
  • [46] Synthesis and radical polymerization of N,N-diethyl-α-fluoroacrylamide
    Sato, T
    Hirohata, S
    Fujimoto, T
    Seno, M
    EUROPEAN POLYMER JOURNAL, 2001, 37 (02) : 275 - 280
  • [47] TAUTOMERISM OF P,P-DIETHYL-N-N'-DIARYLPHOSPHAMIDINES
    KABACHNI.MI
    GILYAROV, VA
    KOROLEV, BA
    RAEVSKAY.TA
    IZVESTIYA AKADEMII NAUK SSSR-SERIYA KHIMICHESKAYA, 1970, (04): : 772 - +
  • [48] The mixed alkyl gallium or indium N,N,N-trimethylpropylenediaminedithiocarbamates. Crystal structure of diethyl(N, N', N'-trimethylpropylenediamine) dithiocarbamatoindium(III)
    Haggata, S. W.
    Azad Malik, M.
    Motevalli, M.
    O'Brien, P.
    Journal of Organometallic Chemistry, 511 (1-2):
  • [49] N,N-DIETHYL-META-TOLUAMIDE - EMBRYONIC SENSITIVITY
    KUHLMANN, RS
    CAMERON, RH
    KOLESARI, GL
    WU, A
    TERATOLOGY, 1981, 23 (02) : A48 - A48
  • [50] DEETHYLATION OF N,N-DIETHYL-PARA-AMINOAZOBENZENE IN THE RAT
    KENSLER, CJ
    MAGILL, JW
    SUGIURA, K
    RHOADS, CP
    ARCHIVES OF BIOCHEMISTRY, 1946, 11 (02): : 376 - 377
12345