Synthesis of N-(2,2,2-trichloro-1-hydroxyethyl)aldimines and their derivatives

被引:0
|
作者
Firsova, Yu. N. [1 ]
Engel, S. R. [1 ]
Lozinskaya, N. A. [1 ]
Sosonyuk, S. E. [1 ]
Proskurnina, M. V. [1 ]
Zefirov, N. S. [1 ]
机构
[1] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119992, Russia
关键词
2,2,2-trichloro-1-(arylideneamino)ethanols; N-(2,2,2-trichloro-1-hydroxyethyl)aldimines; cyclopropenone; silylation; acylation; OXIDATION; ALDEHYDES; ESTERS;
D O I
10.1007/s11172-015-0823-8
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The preparative procedure for the synthesis of N-(2,2,2-trichloro-1-hydroxyethyl)aldimines from the corresponding aldehyde, chloral, and ammonium acetate was developed. Preparative silylation and acylation of their hydroxy groups were acomplished for the first time. The possibility to use the synthesized O-trimethylsilyl and O-acetyl derivatives as the synthetic equivalents of N-nonsubstituted imines in the reactions with cyclopropenone was investigated.
引用
收藏
页码:76 / 82
页数:7
相关论文
共 50 条
  • [1] Synthesis of N-(2,2,2-trichloro-1-hydroxyethyl)aldimines and their derivatives
    Yu. N. Firsova
    S. R. Engel
    N. A. Lozinskaya
    S. E. Sosonyuk
    M. V. Proskurnina
    N. S. Zefirov
    Russian Chemical Bulletin, 2015, 64 : 76 - 82
  • [2] N-(2,2,2-TRICHLORO-1-HYDROXYETHYL)ARENESULFONAMIDES AND N-(2,2,2-TRICHLORO-1-HYDROXYETHYL)ETHOXYCARBOXIDE IN THE REACTION WITH CHLOROSULFONYLISOCYANATE
    BRYUZGIN, AA
    LEVKOVSKAYA, GG
    MIRSKOVA, AN
    ZHURNAL ORGANICHESKOI KHIMII, 1994, 30 (01): : 63 - 65
  • [3] Crystal structure of N-(2,2,2-trichloro-1-hydroxyethyl)formamide
    Mariyatra, Mahimaidoss Baby
    Stoeckli-Evans, Helen
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : 1501 - +
  • [4] Reactions of Aroxy- and Arylsulfanylacetic Acids and Their Esters with N-(2,2,2-Trichloro-1-hydroxyethyl)sulfonamides and -carboxamides
    E. V. Rudyakova
    G. G. Levkovskaya
    I. B. Rozentsveig
    A. N. Mirskova
    A. I. Albanov
    Russian Journal of Organic Chemistry, 2003, 39 : 1753 - 1759
  • [5] Reactions of aroxy- and arylsulfanylacetic acids and their esters with N-(2,2,2-trichloro-1-hydroxyethyl)sulfonamides and -carboxamides
    Rudyakova, EV
    Levkovskaya, GG
    Rozentsveig, IB
    Mirskova, AN
    Albanov, AI
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 39 (12) : 1753 - 1759
  • [6] POLAROGRAPHY OF COMPOUNDS WITH CCL3 GROUP N-(2,2,2-TRICHLORO-1-HYDROXYETHYL)LACTAMS .1.
    SUPIN, GS
    SHESTAKOVA, SI
    VOLODKOVICH, SD
    KUKALENKO, SS
    ZHURNAL OBSHCHEI KHIMII, 1975, 45 (06): : 1399 - 1400
  • [7] Synthesis of 3(5)-Amino-4-acylamino-5(3)-arylsulfanylpyrazoles and Their Fused Derivatives on the Basis of N-(2,2,2-Trichloro-1-hydroxyethyl)benzamides
    S. V. Popil'nichenko
    S. G. Pil'o
    B. S. Brovarets
    A. N. Chernega
    B. S. Drach
    Russian Journal of General Chemistry, 2005, 75 : 1816 - 1820
  • [8] Synthesis of 3(5)-amino-4-acylamino-5(3)-arylsulfanylpyrazoles and their fused derivatives on the basis of N-(2,2,2-trichloro-1-hydroxyethyl)benzamides
    Popil'nichenko, SV
    Pil'o, SG
    Brovarets, BS
    Chernega, AN
    Drach, BS
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2005, 75 (11) : 1816 - 1820
  • [9] SYNTHESIS OF 2,3-EPOXYPROPYL ESTERS OF (2,2,2-TRICHLORO-1-HYDROXYETHYL)PHOSPHONIC ACID
    MOLODYKH, ZV
    BARABANO.VI
    JOURNAL OF GENERAL CHEMISTRY USSR, 1969, 39 (10): : 2309 - &
  • [10] A novel synthesis of chloroacetamide derivatives via C-amidoalkylation of aromatics by 2-chloro-N-(2,2,2-trichloro-1-hydroxyethyl)acetamide
    Aizina, Julia A.
    Rozentsveig, Igor B.
    Levkovskaya, Galina G.
    ARKIVOC, 2011, : 192 - 199