Copper-Catalyzed and Air-Mediated Mild Cross-Dehydrogenative Coupling of Aryl Thioureas and Dialkyl H-Phosphonates: The Synthesis of Thiophosphonates

被引:29
作者
Chang, Cai-Zhu [1 ]
Liu, Xing [1 ]
Zhu, Hui [1 ]
Wu, Li [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
S-ARYL; ENVIRONMENTALLY BENIGN; PROMOTED SYNTHESIS; PHOSPHOROTHIOATE; THIOLS; REAGENTS; 2-AMINOBENZOTHIAZOLES; NUCLEOPHILES; THIOCYANATES; PHOSPHITES;
D O I
10.1021/acs.joc.8b02011
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A copper-catalyzed and air-mediated mild cross-dehydrogenative coupling of aryl thioureas and dialkyl H-phosphonates to produce thiophosphonates has been reported. Without addition of base or acid, air as an oxidant, the phosphorylation occurred smoothly to give the target products in moderate to excellent yields at room temperature. The protocol allows the direct formation of a sulfur-phosphorus bond, tolerates a series of functional groups, and shows potential synthetic value for the synthesis of a diversity of thiophosphonates.
引用
收藏
页码:13530 / 13535
页数:6
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