Rapid and Efficient Trimethylsilyl Protection of Hydroxyl Groups Catalyzed by Niobium(V) Chloride

被引:11
|
作者
Hou, Jun-Tao [1 ]
Chen, Hong-Li [2 ]
Zhang, Zhan-Hui [1 ]
机构
[1] Hebei Normal Univ, Coll Chem & Mat Sci, Shijiazhuang 050016, Peoples R China
[2] Hebei Chem & Pharmaceut Vocat Technol Coll, Shijiazhuang, Peoples R China
基金
中国国家自然科学基金;
关键词
Hexamethyldisilazane; hydroxyl groups; niobium pentachloride; phenols; trimethylsilylation; SOLVENT-FREE; HEXAMETHYLDISILAZANE HMDS; HIGHLY EFFICIENT; REUSABLE CATALYST; O-SILYLATION; CHEMOSELECTIVE TRIMETHYLSILYLATION; FERRIC-CHLORIDE; ALCOHOLS; PHENOLS; MILD;
D O I
10.1080/10426507.2010.482544
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
An efficient and convenient procedure for the trimethylsilylation of a wide variety of alcohols, including primary, benzylic, secondary, and phenols with hexamethyldisilazane, has been developed. The reactions were carried out at room temperature in the presence of a catalytic amount of niobium(V) chloride and afforded the corresponding trimethylsilyl ethers in high to excellent yields in short time. GRAPHICAL ABSTRACT[image omitted].
引用
收藏
页码:88 / 93
页数:6
相关论文
共 50 条
  • [1] Superparamagnetic iron oxide as an efficient and recoverable catalyst for rapid and selective trimethylsilyl protection of hydroxyl groups
    Mojtahedi, Mohammad M.
    Abaee, M. Saeed
    Eghtedari, Mohammad
    APPLIED ORGANOMETALLIC CHEMISTRY, 2008, 22 (09) : 529 - 532
  • [2] Niobium(V) chloride-catalyzed synthesis of α-aminonitriles with simultaneous reaction of aldehydes, amines and trimethylsilyl cyanide
    Majhi, Anjoy
    Kim, Sung Soo
    Kim, Ho Sub
    APPLIED ORGANOMETALLIC CHEMISTRY, 2008, 22 (08) : 466 - 470
  • [3] Niobium (V) chloride catalyzed Knoevenagel condensation: An efficient protocol for the preparation of electrophilic alkenes
    Leelavathi, P
    Kumar, SR
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2005, 240 (1-2) : 99 - 102
  • [4] Niobium (V) Chloride Catalyzed Abramov Reaction: An Efficient Protocol for the Preparation of α-Hydroxy Phosphonates
    Thottempudi, Venugopal
    Chung, Kyoo-Hyun
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2008, 29 (09): : 1781 - 1783
  • [5] Rapid and efficient protocol for the synthesis of 4-chlorotetrahydropyrans using niobium(V) chloride
    Yadav, JS
    Reddy, BVS
    Gupta, MK
    Biswas, SK
    SYNTHESIS-STUTTGART, 2004, (16): : 2711 - 2715
  • [6] BETA-(TRIMETHYLSILYL)ETHOXYMETHYL CHLORIDE - A NEW REAGENT FOR THE PROTECTION OF THE HYDROXYL GROUP
    LIPSHUTZ, BH
    PEGRAM, JJ
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1980, 180 (AUG): : 296 - ORGN
  • [7] BETA-(TRIMETHYLSILYL)ETHOXYMETHYL CHLORIDE - A NEW REAGENT FOR THE PROTECTION OF THE HYDROXYL GROUP
    LIPSHUTZ, BH
    PEGRAM, JJ
    TETRAHEDRON LETTERS, 1980, 21 (35) : 3343 - 3346
  • [8] Rapid and efficient protection of alcohols and phenols, and deprotection of trimethylsilyl ethers catalyzed by a cerium-containing polyoxometalate
    Yadollahi, Bahram
    Mirkhani, Valiollah
    Tangestaninejad, Shahram
    Karimian, Davud
    APPLIED ORGANOMETALLIC CHEMISTRY, 2011, 25 (02) : 83 - 86
  • [9] Niobium (V) Chloride: An efficient Catalyst for the Synthesis of Quinoxalines
    Venkateswarlu, Y.
    Leelavathi, P.
    LETTERS IN ORGANIC CHEMISTRY, 2010, 7 (03) : 208 - 211
  • [10] Fast and efficient synthesis of pyrano[3,2-c]quinolines catalyzed by niobium(V) chloride
    da Silva-Filho, Luiz Carlos
    Lacerda Junior, Valdemar
    Constantino, Mauricio Gomes
    Jose da Silva, Gil Valdo
    SYNTHESIS-STUTTGART, 2008, (16): : 2527 - 2536