Lin Qifu, Yang Wen, Yao Yongqi, Chen Shuqi, Tan Yun, Chen Donghan, Yang Dingqiao
Key Laboratory of Theoretical Chemistry of Environment, Ministry of Education, College of Chemistry , South China Normal University , Guangzhou 510006 , People's Republic of China.
College of Marine Sciences , Beibu Gulf University , Qinzhou 535011 , People's Republic of China.
Org Lett. 2019 Sep 20;21(18):7244-7247. doi: 10.1021/acs.orglett.9b02452. Epub 2019 Aug 27.
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 β-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 β-thiocyanato thioether products in moderate yields.
