A new practical method for the synthesis of unsymmetrical ureas via high-pressure-promoted condensation of 2,2,2-trichloroethyl carbamates (Troc-carbamates) with amines

被引:25
作者
Azad, S [1 ]
Kumamoto, K [1 ]
Uegaki, K [1 ]
Ichikawa, Y [1 ]
Kotsuki, H [1 ]
机构
[1] Kochi Univ, Fac Sci, Lab Nat Prod Synth, Kochi 7808520, Japan
基金
日本学术振兴会;
关键词
high-pressure reaction; 2,2,2-trichloroethyl carbamates; amines; ureas; condensation;
D O I
10.1016/j.tetlet.2005.11.045
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new practical method for the synthesis of unsymmetrical ureas was achieved by condensation between 2,2,2-trichloroethyl carbamates (Troc-carbamates) and primary or secondary amines under high-pressure conditions. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:587 / 590
页数:4
相关论文
共 36 条
  • [1] ANELDIK R, 2002, HIGH PRESSURE CHEM
  • [2] BARCELO G, 1987, SYNTHESIS-STUTTGART, P1027
  • [3] Substituent effects on pyrid-2-yl ureas toward intramolecular hydrogen bonding and cytosine complexation
    Chien, CH
    Leung, MK
    Su, JK
    Li, GH
    Liu, YH
    Wang, Y
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (06) : 1866 - 1871
  • [4] Multilevel selectivity in the mild and high-yielding chlorosilane-induced cleavage of carbamates to isocyanates
    Chong, PY
    Janicki, SZ
    Petillo, PA
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (23) : 8515 - 8521
  • [5] FORMATION OF ISOCYANATES BY DEOXYGENATION OF C-NITROSOCARBONYL COMPOUNDS
    CORRIE, JET
    KIRBY, GW
    SHARMA, RP
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1982, (07): : 1571 - 1572
  • [6] DEAGUIRRE I, 1989, B SOC CHIM BELG, V98, P19
  • [7] DENISKO OV, 2005, COMPREHENSIVE ORGANI, V6, pCH6
  • [8] Efficient synthesis of ureas by direct palladium-catalyzed oxidative carbonylation of amines
    Gabriele, B
    Salerno, G
    Mancuso, R
    Costa, M
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (14) : 4741 - 4750
  • [9] Practical synthesis of unsymmetrical ureas from isopropenyl carbamates
    Gallou, I
    Eriksson, M
    Zeng, XZ
    Senanayake, C
    Farina, V
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (17) : 6960 - 6963
  • [10] PEPTIDAHNLICHE SYSTEME .6. UBER REAKTIONSFAHIGE P-NITRO-PHENYLESTER VON AZAPEPTIDEN
    GANTE, J
    [J]. CHEMISCHE BERICHTE-RECUEIL, 1965, 98 (10): : 3334 - &