Synthesis of trimethylsilyl carboxylates by HMDS under solvent-free conditions

被引：6
|
作者：
Jereb, Marjan [1 ]
Lakner, Janja [1 ]
机构：
[1] Fac Chem & Chem Technol, Dept Organ Chem, Vecna Pot 113, Ljubljana 1001, Slovenia
来源：
TETRAHEDRON | 2016年 / 72卷 / 37期
关键词：
Carboxylic acids; HMDS; Trimethylsilyl carboxylates; Solvent-free; SILYL ESTERS; ESTERIFICATION REACTION; ORGANOSILICON COMPOUNDS; THERMAL-DECOMPOSITION; ORGANIC-SYNTHESIS; HIGHLY EFFICIENT; CATALYTIC AMOUNT; ACIDS; ALCOHOLS; PROTECTION;
D O I：
10.1016/j.tet.2016.08.003
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A broad set of structurally different carboxylic acids were transformed into their trimethylsilyl esters with HMDS in a practically completely solvent-free process, while a catalytic amount of iodine was required in some cases. The process has several advantages over the known methods: untreated reactants, air atmosphere, mild and neutral conditions, no evolution of hydrogen halide, no need of an additional base, low amount of waste, completely without chromatography, low consumption of energy, and operational simplicity. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5713 / 5723
页数：11
相关论文
共 50 条
  • [41] The synthesis of α-hydroxyphosphonates mediated by microwave irradiation under solvent-free conditions
    Kaboudin, B
    Nazari, R
    JOURNAL OF CHEMICAL RESEARCH, 2002, (06) : 291 - 292
  • [42] Microwave-assisted synthesis of benzoxazinediones under solvent-free conditions
    Sarmiento-Sanchez, Juan I.
    Ochoa-Teran, Adrian
    Picos-Corrales, Lorenzo A.
    Osuna-Martinez, Lorenzo U.
    Montes-Avila, Julio
    Bastidas-Bastidas, Pedro
    GREEN CHEMISTRY LETTERS AND REVIEWS, 2016, 9 (04) : 196 - 202
  • [43] Microwave-assisted synthesis of amide under solvent-free conditions
    Wang, Xiao-Jian
    Yang, Qian
    Liu, Fei
    You, Qi-Dong
    SYNTHETIC COMMUNICATIONS, 2008, 38 (07) : 1028 - 1035
  • [44] Synthesis of 1,4-dihydropyridines under solvent-free conditions
    Zolfigol, MA
    Safaiee, M
    SYNLETT, 2004, (05) : 827 - 828
  • [45] Ultrasound assisted green synthesis of α-hydroxyphosphonates under solvent-free conditions
    Abdeslem Bouzina
    Nour-eddine Aouf
    Malika Berredjem
    Research on Chemical Intermediates, 2016, 42 : 5993 - 6002
  • [46] ONE-POT TANDEM SYNTHESIS OF β-TRIMETHYLSILYLOXY THIOESTERS FROM THIOACIDS, EPOXIDES, AND HMDS CATALYZED BY SILICA GEL UNDER SOLVENT-FREE CONDITIONS
    Abbasi, Mohammad
    SYNTHETIC COMMUNICATIONS, 2013, 43 (13) : 1759 - 1765
  • [47] One-pot diastereoselective synthesis of α-aminonitriles from aldehydes, chiral amines, and trimethylsilyl cyanide under solvent-free conditions
    Kazemeini, A
    Azizi, N
    Saidi, MR
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 42 (01) : 48 - 51
  • [48] One-pot diastereoselective synthesis of α-aminonitriles from aldehydes, chiral amines, and trimethylsilyl cyanide under solvent-free conditions
    A. Kazemeini
    N. Azizi
    M. R. Saidi
    Russian Journal of Organic Chemistry, 2006, 42 : 48 - 51
  • [49] The Suzuki reaction under solvent-free conditions
    Nielsen, SF
    Peters, D
    Axelsson, O
    SYNTHETIC COMMUNICATIONS, 2000, 30 (19) : 3501 - 3509
  • [50] Tetrahydropyranylation of Alcohols Under Solvent-Free Conditions
    Hajipour, Abdol R.
    Kargosha, Majid
    Ruoho, Arnold E.
    SYNTHETIC COMMUNICATIONS, 2009, 39 (06) : 1084 - 1091
12345