Selectively synthesis of cyclic di- and trithiocarbonates by N-heterocyclic carbene/LiCl(Br) catalyzed addition of carbon disulfide to epoxides

被引：19
|
作者：
Mei, Congmin [1 ,2 ]
Li, Xu [1 ,2 ]
Liu, Lihuai [1 ,2 ]
Cao, Changsheng [1 ,2 ]
Pang, Guangsheng [3 ]
Shi, Yanhui [1 ,2 ]
机构：
[1] Jiangsu Normal Univ, Sch Chem & Mat Sci, Xuzhou 221116, Jiangsu, Peoples R China
[2] Jiangsu Normal Univ, Jiangsu Key Lab Green Synthet Chem Funct Mat, Xuzhou 221116, Jiangsu, Peoples R China
[3] Jilin Univ, Coll Chem, State Key Lab Inorgan Synth & Preparat Chem, Changchun 130012, Jilin, Peoples R China
来源：
TETRAHEDRON | 2017年 / 73卷 / 38期
基金：
中国国家自然科学基金;
关键词：
Carbon disulfide; Trithiocarbonate; Dithiocarbonate; Epoxide; 5-MEMBERED DITHIOCARBONATE; CATIONIC ISOMERIZATION; CO2; COPOLYMERIZATION; POLYMERIZATION; DIOXIDE;
D O I：
10.1016/j.tet.2017.08.009
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Carbon disulfide is an abundant, inexpensive and readily available material. One of the main challenges in the reaction of epoxides with CS2 is to control the chemoselectivity as a variety of compounds would be formed in the reaction. A simple and convenient method toward selectively synthesis of oxathiolane and trithiocarbonate from epoxides with CS2 catalyzed by NHC/LiCI(Br) under the neat conditions has been developed. This catalytic system exhibits excellent activity and selectivity in cycloaddition reactions of carbon disulfide to terminal epoxides. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5706 / 5714
页数：9
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