Selective oxidation of sulfides to sulfoxides catalysed by deep eutectic solvent with H2O2

被引:28
作者
Dai, Dong-Yan [1 ]
Wang, Liang [1 ]
Chen, Qun [1 ]
He, Ming-Yang [1 ]
机构
[1] Changzhou Univ, Sch Petrochem Engn, Changzhou 213164, Peoples R China
基金
中国国家自然科学基金;
关键词
sulfide; oxidation; deep eutectic solvent; hydrogen peroxide; chemoselectivity; 30-PERCENT HYDROGEN-PEROXIDE; ASYMMETRIC OXIDATION; ACID; WATER; SULFONES;
D O I
10.3184/174751914X13923144871332
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A Bronsted acidic deep eutectic solvent based on choline chloride and p-toluenesulfonic acid (ChCl/p-TsOH, 1:1) was prepared and utilised for the selective oxidation of sulfides with H2O2 as the oxidant. Broad substrate compatibility, good yields and selectivities, the reusability of the catalyst as well as the gram-scale synthesis are the major advantages of this protocol. Moreover, the use of ChCl/p-TsOH, instead of neat p-TsOH, can greatly reduce the acid sewage especially in large-scale synthetic processes.
引用
收藏
页码:183 / 185
页数:3
相关论文
共 31 条
[1]   SBA-15-Pr-SO3H as nanoreactor catalyzed oxidation of sulfides into sulfoxides [J].
Bahrami, Kiumars ;
Khodaei, Mohammad M. ;
Fattahpour, Peyman .
CATALYSIS SCIENCE & TECHNOLOGY, 2011, 1 (03) :389-393
[2]   A convenient acid-catalyzed oxidation of sulfides to sulfoxides by t-butyl hydroperoxide [J].
Bonadies, F ;
DeAngelis, F ;
Locati, L ;
Scettri, A .
TETRAHEDRON LETTERS, 1996, 37 (39) :7129-7130
[3]   Oxidation of organic sulfides by Br2 and H2O2.: Electrophilic and free-radical processes [J].
Bravo, A ;
Dordi, B ;
Fontana, F ;
Minisci, F .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (09) :3232-3234
[4]   Simple and efficient methods for selective preparation of α-mono or α,α-dichloro ketones and β-ketoesters by using DCDMH [J].
Chen, Zizhan ;
Zhou, Bin ;
Cai, Huihua ;
Zhu, Wei ;
Zou, Xinzhuo .
GREEN CHEMISTRY, 2009, 11 (02) :275-278
[5]   Tungstate-exchanged Mg-Al-LDH catalyst: an eco-compatible route for the oxidation of sulfides in aqueous medium [J].
Choudary, BM ;
Bharathi, B ;
Reddy, CV ;
Kantam, ML .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2002, (18) :2069-2074
[6]   Evaluation of deep eutectic solvent-water binary mixtures for lipase-catalyzed lipophilization of phenolic acids [J].
Durand, Erwann ;
Lecomte, Jerome ;
Barea, Bruno ;
Dubreucq, Eric ;
Lortie, Robert ;
Villeneuve, Pierre .
GREEN CHEMISTRY, 2013, 15 (08) :2275-2282
[7]   Fe(salan)-catalyzed asymmetric oxidation of sulfides with hydrogen peroxide in water [J].
Egami, Hiromichi ;
Katsuki, Tsutomu .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (29) :8940-+
[8]   Recent developments in the synthesis and utilization of chiral sulfoxides [J].
Fernández, I ;
Khiar, N .
CHEMICAL REVIEWS, 2003, 103 (09) :3651-3705
[9]  
FIROUZABADI H, 1999, SYNTHETIC COMMUN, V29, P561
[10]   Effective oxidation of sulfides to sulfoxides with hydrogen peroxide under transition-metal-free conditions [J].
Golchoubian, Hamid ;
Hosseinpoor, Farideh .
MOLECULES, 2007, 12 (03) :304-311