Copper-Catalyzed Diastereoselective 1,2-Difunctionalization of Oxabenzonorbornadienes Leading to β-Thiocyanato Thioethers

被引:21
|
作者
Lin, Qifu [1 ,2 ]
Yang, Wen [1 ]
Yao, Yongqi [1 ]
Chen, Shuqi [1 ]
Tan, Yun [1 ]
Chen, Donghan [1 ]
Yang, Dingqiao [1 ]
机构
[1] South China Normal Univ, Minist Educ, Coll Chem, Key Lab Theoret Chem Environm, Guangzhou 510006, Guangdong, Peoples R China
[2] Beibu Gulf Univ, Coll Marine Sci, Qinzhou 535011, Peoples R China
基金
中国国家自然科学基金;
关键词
RING-OPENING REACTIONS; C-H BOND; OXABICYCLIC ALKENES; OXA(AZA)BICYCLIC ALKENES; HETEROBICYCLIC ALKENES; AZABICYCLIC ALKENES; ARYL THIOCYANATES; SULFUR; WATER; SULFIDES;
D O I
10.1021/acs.orglett.9b02452
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel copper-catalyzed complete diastereoselective 1,2-difunctionalization of oxabicyclic alkenes has been developed. Two C-S bonds were constructed simultaneously on the oxabenzonorbornadienes leading to beta-thiocyanato thioethers through the three-component (oxabicyclic alkenes, aryl iodides, and potassium thiocyanate), one-pot reaction. Various functional groups attached to the substrates were tolerated in this protocol to afford the corresponding beta-thiocyanato thioether products in moderate yields.
引用
收藏
页码:7244 / 7247
页数:4
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