Odrourless Strategy for Deep Eutectic Solvent-Mediated Ring Opening of Epoxides with In Situ Generated S-Alkylisothiouronium Salts

被引：17
作者：
Azizi, Najmedin [1 ]
Yadollahy, Zahra [1 ]
Rahimzadeh-oskooee, Amin [1 ]
机构：
[1] Chem & Chem Engn Res Ctr Iran, Tehran, Iran
来源：
SYNLETT | 2014年 / 25卷 / 08期
关键词：
deep eutectic solvent; epoxide; odourless thiol chemistry; ONE-POT SYNTHESIS; POLYETHYLENE-GLYCOL; EFFICIENT SYNTHESIS; MESO-EPOXIDES; THIIRANES; OXIRANES; THIOLYSIS; WATER; CONVERSION; CATALYST;
D O I：
10.1055/s-0033-1341050
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A general, straightforward and odourless ring-opening reaction allows the preparation of beta-hydroxy sulfides from in situ generated S-alkylisothiouronium salts in urea-choline chloride-based deep eutectic solvent (DES). In addition, reaction of epoxides with thiourea in DES yields the corresponding thiiranes.
引用
收藏
页码：1085 / 1088
页数：4
相关论文
共 43 条
  • [1] Novel solvent properties of choline chloride/urea mixtures
    Abbott, AP
    Capper, G
    Davies, DL
    Rasheed, RK
    Tambyrajah, V
    [J]. CHEMICAL COMMUNICATIONS, 2003, (01) : 70 - 71
  • [2] ZnCl2 as an efficient catalyst in the thiolysis of 1,2-epoxides by thiophenol in aqueous medium
    Amantini, D
    Fringuelli, F
    Pizzo, F
    Tortoioli, S
    Vaccaro, L
    [J]. SYNLETT, 2003, (15) : 2292 - 2296
  • [3] Highly efficient deep eutectic solvent catalyzed ring opening of epoxides
    Azizi, Najmadin
    Batebi, Elham
    [J]. CATALYSIS SCIENCE & TECHNOLOGY, 2012, 2 (12) : 2445 - 2448
  • [4] A highly efficient synthesis of dithiocarbamates in green reaction media
    Azizi, Najmadin
    Gholibeglo, Elham
    [J]. RSC ADVANCES, 2012, 2 (19): : 7413 - 7416
  • [5] Natural deep eutectic salt promoted regioselective reduction of epoxides and carbonyl compounds
    Azizi, Najmadin
    Batebi, Elham
    Bagherpour, Said
    Ghafuri, Hossein
    [J]. RSC ADVANCES, 2012, 2 (06): : 2289 - 2293
  • [6] 2.4,6-Trichloro-1,3,5-triazine catalyzed synthesis of thiiranes from oxiranes under solvent-free and mild conditions
    Bandgar, B. P.
    Joshi, Neeta S.
    Kamble, V. T.
    [J]. TETRAHEDRON LETTERS, 2006, 47 (27) : 4775 - 4777
  • [7] Blagoev M, 1999, HELV CHIM ACTA, V82, P2316, DOI 10.1002/(SICI)1522-2675(19991215)82:12<2316::AID-HLCA2316>3.0.CO
  • [8] 2-3
  • [9] Ring-Opening of Epoxides in Water
    Bonollo, Simona
    Lanari, Daniela
    Vaccaro, Luigi
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (14) : 2587 - 2598
  • [10] Deep-eutectic solvents playing multiple roles in the synthesis of polymers and related materials
    Carriazo, Daniel
    Concepcion Serrano, Maria
    Concepcion Gutierrez, Maria
    Luisa Ferrer, Maria
    del Monte, Francisco
    [J]. CHEMICAL SOCIETY REVIEWS, 2012, 41 (14) : 4996 - 5014
12345