Transition-Metal-Free C(sp3)-S Coupling in Water: Synthesis of Benzyl Dithiocarbamates Using Thiuram Disulfides as an Organosulfur Source

被引:19
作者
Peng, Han-Ying [1 ]
Dong, Zhi-Bing [1 ,2 ]
机构
[1] Wuhan Inst Technol, Sch Chem & Environm Engn, Wuhan 430205, Hubei, Peoples R China
[2] Ludwig Maximilians Univ Munchen, Dept Chem, Butenandtstr 5-13, D-81377 Munich, Germany
基金
中国国家自然科学基金;
关键词
Metal-free; Coupling; Water; Dithiocarbamate; Synthesis; COPPER-CATALYZED SYNTHESIS; S-ARYLATION; TETRAALKYLTHIURAM DISULFIDES; ENVIRONMENTALLY BENIGN; EFFICIENT SYNTHESIS; ARYL IODIDES; ARYLTHIOUREAS; THIOAMIDES; CONVERSION; PALLADIUM;
D O I
10.1002/ejoc.201801520
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple, highly efficient and environmentally benign method for the synthesis of benzyl dithiocarbamates was reported. Without addition of metal catalyst, a series of 34 benzyl dithiocarbamates were obtained in good to excellent yields by treating benzyl halides with tetraalkylthiuram disulfides in water. The protocol allows easy access to C(sp(3))-S bond formation, features the advantages of easy performance, environmental friendliness, good to excellent yields, and good functional tolerance, showing potential value for the preparation of some biologically active compounds.
引用
收藏
页码:949 / 956
页数:8
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