A new protocol for the formation of carbamates and thiocarbamates using carbamoyl imidazolium salts

被引:44
作者
Batey, RA
Yoshina-Ishii, C
Taylor, SD
Santhakumar, V
机构
[1] Univ Toronto, Lash Miller Labs, Dept Chem, Toronto, ON M5S 3H6, Canada
[2] Univ Toronto, Dept Chem, Mississauga, ON L5L 1C6, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
D O I
10.1016/S0040-4039(99)00302-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Carbamoyl imidazolium salts are demonstrated to act as useful carbamoylation reagents, in reactions with alcohols, phenols, thiols and thiophenols to form carbamates and thiocarbamates under relatively mild conditions. The salts are stable and easily prepared from the corresponding amines using CDI. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2669 / 2672
页数:4
相关论文
共 12 条
  • [1] An efficient new protocol for the formation of unsymmetrical tri- and tetrasubstituted ureas
    Batey, RA
    Santhakumar, V
    Yoshina-Ishii, C
    Taylor, SD
    [J]. TETRAHEDRON LETTERS, 1998, 39 (35) : 6267 - 6270
  • [2] GUIBEJAMPEL E, 1973, B SOC CHIM FR, P1021
  • [3] GuibeJampel E., 1973, SYNTHETIC COMMUN, V3, P111
  • [4] KAMIJO T, 1984, CHEM PHARM BULL, V32, P5044
  • [5] OAKENFULL DG, 1971, J AM CHEM SOC, V93, P188
  • [6] 1,1'-CARBONYLBIS(3-METHYLIMIDAZOLIUM) TRIFLATE - AN EFFICIENT REAGENT FOR AMINOACYLATIONS
    SAHA, AK
    SCHULTZ, P
    RAPOPORT, H
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (13) : 4856 - 4859
  • [7] Staab H. A., 1998, AZOLIDES ORGANIC SYN
  • [8] STAAB HA, 1961, LIEBIGS ANN CHEM, V648, P72
  • [9] SYNTHESE VON ESTERN DES 2-ATHYLENIMINO-1-HYDROXY-BUTENS-(3)
    STAAB, HA
    MERDES, H
    [J]. CHEMISCHE BERICHTE-RECUEIL, 1965, 98 (04): : 1134 - &
  • [10] SYNTHESE VON CYTOSTATISCH WIRKENDEN ESTERN DES 1-ATHYLENIMINO-2-HYDROXY-BUTENS-(3)
    STAAB, HA
    ROHR, W
    [J]. CHEMISCHE BERICHTE-RECUEIL, 1962, 95 (05): : 1298 - &