Hoque Injamam Ul, Chowdhury Soumyadeep Roy, Maity Soumitra
Department of Applied Chemistry , Indian Institute of Technology (ISM) Dhanbad , JH 826004 , India.
J Org Chem. 2019 Mar 15;84(6):3025-3035. doi: 10.1021/acs.joc.8b03155. Epub 2019 Jan 23.
An efficient and highly selective approach for intermolecular arylthiocyanation/arylselenocyanation of alkenes has been reported under mild conditions. Using diazonium salts as the arylating agent and ammonium thiocyanate as the thiocyanate source, chemoselective difunctionalization of alkenes has been done under irradiation of visible light. Both styrenes and acrylates work well to deliver various aryl-substituted alkylthiocyanates in good to excellent yields. In addition, hitherto unknown β-aryl alkylselenocyanates were also synthesized using the developed protocol with potassium selenocyanate.
据报道,在温和条件下已开发出一种高效且高选择性的方法用于烯烃的分子间芳基硫氰化/芳基硒氰化反应。以重氮盐作为芳基化试剂,硫氰酸铵作为硫氰酸源,在可见光照射下实现了烯烃的化学选择性双官能化反应。苯乙烯和丙烯酸酯均能顺利反应,以良好至优异的产率得到各种芳基取代的烷基硫氰酸酯。此外,使用所开发的方法,以硒氰酸钾为原料,还合成了迄今未知的β-芳基烷基硒氰酸酯。