化学
烯烃
试剂
氢原子
共轭体系
立体选择性
组合化学
电子转移
基质(水族馆)
自由基离子
激进的
二羟基化
格式化
光化学
有机化学
功能群
氢
二氯甲烷
过渡金属
转移加氢
自由基环化
亚硝酸盐
金属
分子内力
有机合成
药物化学
炔烃
作者
Yibo Shi,Ningning Gong,Xin Xin,Xiaobing Liu,Wenguang Li,Weiguang Kong,Yongqi Yu,Heyun Sheng,Ting Li
标识
DOI:10.1021/acs.orglett.6c03861
摘要
Abstract We report a photocatalyst-free, visible-light-mediated difunctionalization of alkenes employing 2-bromo-3,3,3-trifluoropropene (BTP) as a radical precursor. This protocol operates under mild conditions using potassium formate as an electron transfer reagent and tert-butyl nitrite (TBN) as a hydrogen atom transfer (HAT) reagent, enabling efficient β-(trifluoromethyl)alkenyl ketoxime synthesis. Notably, no photocatalyst or transition metal is required, yet excellent stereoselectivity of the conjugated terminal alkene is achieved. Furthermore, this method exhibits a broad substrate scope and good functional group tolerance, accommodating diverse alkene classes.
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