Facile room-temperature MgBr2•OEt2-catalyzed thiolysis of epoxides under solvent-free conditions

被引:12
|
作者
Mojtahedi, Mohammad M. [1 ]
Abaee, M. Saeed [1 ]
Bolourtchian, Mohammad [1 ]
Abbasi, Hassan [1 ]
机构
[1] Chem & Chem Engn Res Ctr Iran, Organosilicon Lab, Tehran, Iran
关键词
epoxides; magnesium bromide catalysis; solvent-free reaction; thiols;
D O I
10.1080/10426500601088697
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Solvent-free ring opening of 1,2-epoxides with aromatic and aliphatic thiols under 1 mol% magnesium bromide ethyl etherate catalysis affords rapid formation of beta-hydroxy sulfides at ambient temperature with excellent yields. Nucleophilic attack of the thiols occurs regioselectively at the less hindered position of the epoxides.
引用
收藏
页码:905 / 910
页数:6
相关论文
共 50 条
  • [31] Efficient synthesis of tetrahydrobenzo[b]pyrans under solvent-free conditions at room temperature
    Rong, Liangce
    Li, Xiaoyue
    Wang, Haiying
    Shi, Daqing
    Tu, Shujiang
    Zhuang, Qiya
    SYNTHETIC COMMUNICATIONS, 2006, 36 (16) : 2363 - 2369
  • [32] PPh3-catalyzed Mannich reaction: a facile one-pot synthesis of β-amino carbonyl compounds under solvent-free conditions at room temperature
    Javad Abedini-Torghabeh
    Hossein Eshghi
    Mehdi Bakavoli
    Mohammad Rahimizadeh
    Research on Chemical Intermediates, 2015, 41 : 3649 - 3658
  • [33] PPh3-catalyzed Mannich reaction: a facile one-pot synthesis of β-amino carbonyl compounds under solvent-free conditions at room temperature
    Abedini-Torghabeh, Javad
    Eshghi, Hossein
    Bakavoli, Mehdi
    Rahimizadeh, Mohammad
    RESEARCH ON CHEMICAL INTERMEDIATES, 2015, 41 (06) : 3649 - 3658
  • [34] Re(CO)5Br-catalyzed coupling of epoxides with CO2 affording cyclic carbonates under solvent-free conditions
    Jiang, JL
    Gao, FX
    Hua, RM
    Qiu, XQ
    JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (01): : 381 - 383
  • [35] DBU-catalyzed CO2 fixation in polypropargylamines under solvent-free conditions
    Nam-Kyun Kim
    Hiromitsu Sogawa
    Mulyadi D. Felicia
    Toshikazu Takata
    Polymer Journal, 2019, 51 : 351 - 357
  • [36] DBU-catalyzed CO2 fixation in polypropargylamines under solvent-free conditions
    Kim, Nam-Kyun
    Sogawa, Hiromitsu
    Felicia, Mulyadi D.
    Takata, Toshikazu
    POLYMER JOURNAL, 2019, 51 (03) : 351 - 357
  • [37] MnO2 catalyzed formylation of amines and transamidation of amides under solvent-free conditions
    Yedage, Subhash L.
    D'silva, Denvert S.
    Bhanage, Bhalchandra M.
    RSC ADVANCES, 2015, 5 (98) : 80441 - 80449
  • [38] Mg(CIO4)2 CATALYZED PREPARATION OF XANTHENEDIONES UNDER SOLVENT-FREE CONDITIONS
    Emtiazi, Hamideh
    Amrollahi, Mohammad A.
    REVUE ROUMAINE DE CHIMIE, 2017, 62 (01) : 43 - 47
  • [39] Efficient PPA-SiO2-catalyzed Synthesis of β-enaminones Under Solvent-Free Conditions
    Nisar, Muhammad
    Ali, Ihsan
    Shah, Muhammad Raza
    Qayum, Mughal
    Zia-Ul-Haq, Muhammad
    Rashid, Umer
    Islam, Md Saiful
    MOLECULES, 2013, 18 (12) : 15182 - 15192
  • [40] Room-Temperature Synthesis of Diindolylmethanes Using Silica-Supported Sulfuric Acid as a Reusable Catalyst Under Solvent-Free Conditions
    Zhang, Yan
    Chen, Xiang
    Liang, Jun
    Shang, Zhi-cai
    SYNTHETIC COMMUNICATIONS, 2011, 41 (16) : 2446 - 2454