Efficient solvent-free aminolysis of epoxides under (C4H12N2)2[BiCl6]Cl•H2O catalysis

被引：22
作者：
Lu, Hong-Fei [1 ]
Sun, Lei-Lei [1 ]
Le, Wen-Jun [1 ]
Yang, Fei-Fei [1 ]
Zhou, Jun-Tao [1 ]
Gao, Yu-Hua [1 ]
机构：
[1] Jiangsu Univ Sci & Technol, Sch Biol & Chem Engn, Zhenjiang 212003, Peoples R China
来源：
TETRAHEDRON LETTERS | 2012年 / 53卷 / 33期
关键词：
Epoxides; Amines; Aminolysis; beta-Amino alcohols; RING-OPENING REACTION; ASYMMETRIC AMINOHYDROXYLATION; ALCOHOLS; TRIBUTYLPHOSPHINE; DERIVATIVES; INHIBITORS; CLEAVAGE; ANILINES; AMINES;
D O I：
10.1016/j.tetlet.2012.05.079
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient and rapid procedure for ring opening of various epoxides with aromatic, aliphatic and heterocyclic amines is developed at room temperature under solvent-free conditions in the presence of (C4H12N2)(2)[BiCl6]Cl center dot H2O (1 mol %). This catalyst can be reused several times without losing of its activity. (c) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4267 / 4272
页数：6
相关论文
共 40 条
  • [1] 1,2-amino alcohols and their heterocyclic derivatives as chiral auxiliaries in asymmetric synthesis
    Ager, DJ
    Prakash, I
    Schaad, DR
    [J]. CHEMICAL REVIEWS, 1996, 96 (02) : 835 - 875
  • [2] A CONVENIENT PREPARATION OF BETA-AMINO ALCOHOLS FROM EPOXIDES AND HALOMAGNESIUM ALKYLAMIDES
    CARRE, MC
    HOUMOUNOU, JP
    CAUBERE, P
    [J]. TETRAHEDRON LETTERS, 1985, 26 (26) : 3107 - 3110
  • [3] ZrCl4 as a new and efficient catalyst for the opening of epoxide rings by amines
    Chakraborti, AK
    Kondaskar, A
    [J]. TETRAHEDRON LETTERS, 2003, 44 (45) : 8315 - 8319
  • [4] Solution-phase synthesis of a beta-amino alcohol combinatorial library
    Chng, BL
    Ganesan, A
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1997, 7 (12) : 1511 - 1514
  • [5] Corey EJ, 1999, ANGEW CHEM INT EDIT, V38, P1931, DOI 10.1002/(SICI)1521-3773(19990712)38:13/14<1931::AID-ANIE1931>3.0.CO
  • [6] 2-4
  • [7] 1,2,3-OXATHIAZOLIDINES - A NEW HETEROCYCLIC SYSTEM
    DEYRUP, JA
    MOYER, CL
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (01) : 175 - &
  • [8] An efficient synthesis of β-hydroxyethylpyrazoles from propylene and styrene oxide using Cs2CO3
    Duprez, V
    Heumann, A
    [J]. TETRAHEDRON LETTERS, 2004, 45 (29) : 5697 - 5701
  • [9] Efficient ring-opening reaction of epoxides and aziridines promoted by tributylphosphine in water
    Fan, RH
    Hou, XL
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (03) : 726 - 730
  • [10] FIORENZA M, 1983, SYNTHESIS-STUTTGART, P640
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