Sun Nan, Che Liusheng, Mo Weimin, Hu Baoxiang, Shen Zhenlu, Hu Xinquan
College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, China.
Org Biomol Chem. 2015 Jan 21;13(3):691-6. doi: 10.1039/c4ob02208d.
A facile and efficient transformation of arylboronic acids to their corresponding aryl thiocyanates has been successfully developed. Based on the CuCl-catalyzed oxidative cross-coupling reaction between arylboronic acids and trimethylsilylisothiocyanate (TMSNCS) under oxygen atmosphere, the transformation can be readily conducted at ambient temperature. The newly-developed protocol provided a competitive synthetic approach to aryl thiocyanates that can tolerate a broad range of reactive functional groups and/or strong electron-withdrawing groups.
已成功开发出一种将芳基硼酸轻松高效地转化为其相应芳基硫氰酸盐的方法。基于在氧气气氛下芳基硼酸与三甲基硅基异硫氰酸酯(TMSNCS)之间的CuCl催化氧化交叉偶联反应,该转化反应可在室温下轻松进行。新开发的方法为芳基硫氰酸盐提供了一种具有竞争力的合成方法,该方法能够耐受多种活性官能团和/或强吸电子基团。