Vanadyl triflate as an efficient and recyclable catalyst for trimethylsilyl cyanide addition to carbonyl compounds

被引：74
|
作者：
De, SK [1 ]
Gibbs, RA [1 ]
机构：
[1] Purdue Univ, Sch Pharm, Purdue Canc Ctr, Dept Med Chem & Mol Pharmacol, W Lafayette, IN 47907 USA
来源：
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 2005年 / 232卷 / 1-2期
关键词：
vanadyl triflate; cyanohydrins; carbonyl compounds; trimethylsilyl cyanide; recyclability;
D O I：
10.1016/j.molcata.2005.01.034
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
Vanadyl triflate is found to catalyze trimethylsilyl cyanide addition to a variety of ketones and aldehydes in acetonitrile at room temperature under very mild and convenient conditions to afford the corresponding cyanohydrins in excellent yields (79-96%) in a short reaction period (1-7 h). The high yields of products, compatibility of the other functional groups, and reusability of catalyst is the advantages of this method. (c) 2005 Elsevier B.V. All rights reserved.
引用
收藏
页码：123 / 125
页数：3
相关论文
共 50 条
  • [31] 1-Ethyl-3-methylimidazolium acetate as a highly efficient organocatalyst for cyanosilylation of carbonyl compounds with trimethylsilyl cyanide
    Ullah, Bakhtar
    Chen, Jingwen
    Zhang, Zhiguo
    Xing, Huabin
    Yang, Qiwei
    Bao, Zongbi
    Ren, Qilong
    SCIENTIFIC REPORTS, 2017, 7
  • [32] 1-Ethyl-3-methylimidazolium acetate as a highly efficient organocatalyst for cyanosilylation of carbonyl compounds with trimethylsilyl cyanide
    Bakhtar Ullah
    Jingwen Chen
    Zhiguo Zhang
    Huabin Xing
    Qiwei Yang
    Zongbi Bao
    Qilong Ren
    Scientific Reports, 7
  • [33] Indium triflate as a recyclable catalyst for the nitration of aromatic compounds without a halogenated solvent
    Yin, Wan-Po
    Shi, Min
    JOURNAL OF CHEMICAL RESEARCH, 2006, (09) : 549 - 551
  • [34] An efficient catalytic asymmetric addition of trimethylsilyl cyanide to aldehydes at room temperature
    Li, ZB
    Rajaram, AR
    Decharin, N
    Qin, YC
    Pu, L
    TETRAHEDRON LETTERS, 2005, 46 (13) : 2223 - 2226
  • [35] Iodine as a novel and efficient reagent for the synthesis of α-aminonitriles by a three-component condensation of carbonyl compounds, amines, and trimethylsilyl cyanide
    Royer, L
    De, SK
    Gibbs, RA
    TETRAHEDRON LETTERS, 2005, 46 (27) : 4595 - 4597
  • [36] Iodine as a novel and efficient reagent for the synthesis of α-aminonitriles by a three-component condensation of carbonyl compounds, amines, and trimethylsilyl cyanide
    De, SK
    Royer, L
    Gibbs, RA
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 229 : U512 - U512
  • [37] A highly efficient and recyclable silica-based scandium(III) interphase catalyst for cyanosilylation of carbonyl compounds
    Karimi, B
    Ma'Mani, L
    ORGANIC LETTERS, 2004, 6 (26) : 4813 - 4815
  • [38] LITHIATION OF TRIMETHYLSILYL SUBSTITUTED ACETAMIDE DERIVATIVES - ADDITION TO CARBONYL-COMPOUNDS
    MORWICK, T
    TETRAHEDRON LETTERS, 1980, 21 (34) : 3227 - 3230
  • [39] TRIMETHYLSILYL TRIFLATE PROMOTED CONJUGATE ADDITION OF ORGANOZINC COMPOUNDS TO ALPHA,BETA-ENONES
    KIM, S
    HAN, WS
    LEE, JM
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 1992, 13 (05) : 466 - 467
  • [40] Iodosodilactone as a Recyclable Oxidant for Efficient Oxidation of Alcohols to Carbonyl Compounds
    Song Airu
    Zhang Chi
    ACTA CHIMICA SINICA, 2015, 73 (10) : 1002 - 1006
12345