Sharma Poonam, Jain Nidhi
Department of Chemistry , Indian Institute of Technology , New Delhi 110016 , India.
J Org Chem. 2019 Oct 18;84(20):13045-13052. doi: 10.1021/acs.joc.9b01954. Epub 2019 Sep 19.
Copper acetate mediated regioselective -arylthiolation of 2-arylpyridines has been accomplished for the first time using -aryl arenesulfonothioate as the arylthiolating agent. The reaction shows good functional group tolerance and gives thioarylated products in 67-89% yields. This reagent is a good alternative to unpleasant smelling arylthiols. Experimental evidence suggests an unprecedented insertion of an arylthio unit from both parts of the reagent (SPh and -TolSO) in the presence of copper acetate. Indoles and imidazopyridines also undergo facile reaction at the C-3 position and furnish thioarylated derivatives in good yields.
首次使用芳基芳基磺酰硫酯作为芳基硫醇化试剂，实现了醋酸铜介导的2-芳基吡啶的区域选择性芳基硫醇化反应。该反应具有良好的官能团耐受性，硫芳基化产物的产率为67-89%。该试剂是有难闻气味的芳基硫醇的良好替代品。实验证据表明，在醋酸铜存在下，试剂的两个部分（SPh和-TolSO）会发生前所未有的芳基硫单元插入反应。吲哚和咪唑并吡啶在C-3位也能轻松反应，以良好的产率提供硫芳基化衍生物。
