Dalian Institute of Chemical Physics, Chinese Academy of Sciences , 457 Zhongshan Road, Dalian 116023, P. R. China.
University of Chinese Academy of Sciences , Beijing 100049, P. R. China.
Org Lett. 2017 Nov 17;19(22):6248-6251. doi: 10.1021/acs.orglett.7b03223. Epub 2017 Nov 2.
Visible-light-induced direct C-H arylation of S,S-functionalized internal alkenes, that is, α-oxo ketene dithioacetals and analogues, has been efficiently realized with aryldiazonium salts (ArNBF) as coupling partners and Ru(bpy)Cl·6HO as photosensitizer at ambient temperature. The strategy to activate the internal olefinic C-H bond by both the alkylthio and electron-withdrawing functional groups was investigated. The synthetic protocol was successfully applied to the synthesis of all-carbon tetrasubstituted alkenes including tamoxifen.
可见光诱导的 S，S-官能化的内部烯烃的直接 C-H 芳基化反应，即α-氧代酮二硫缩醛和类似物，已通过芳基重氮盐（ArNBF）作为偶联试剂和 Ru（bpy）Cl·6HO 作为光催化剂在环境温度下高效实现。通过烷基硫代基团和吸电子官能团来激活内部烯烃 C-H 键的策略进行了研究。该合成方案成功地应用于全碳四取代烯烃的合成，包括他莫昔芬。
