Yu Weijie, Wang Hongyu, Zhao Kuang, Li Wendong, Wang Tao, Fu Junkai
National Research Center for Carbohydrate Synthesis, Key Lab of Fluorine and Silicon for Energy Materials and Chemistry of Ministry of Education and Jiangxi Province Key Laboratory of Chemical Biology, Jiangxi Normal University, Nanchang 330022, China.
Jilin Province Key Laboratory of Organic Functional Molecular Design & Synthesis, Department of Chemistry, Northeast Normal University, Changchun 130024, China.
J Org Chem. 2024 Feb 2;89(3):1703-1708. doi: 10.1021/acs.joc.3c02388. Epub 2024 Jan 16.
Visible-light-induced three-component 1,2-alkylpyridylation of alkenes with unactivated alkyl iodides and aryl cyanides is reported via a photocatalytic halogen-atom transfer (XAT) strategy. This metal-free protocol utilizes readily available tertiary alkylamine as the terminal reductant to smoothly convert alkyl iodides into the corresponding carbon radical species. The reaction features a broad substrate scope, excellent functional group tolerance, high efficiency, and mild reaction conditions. The practicability of this methodology is further demonstrated in the late-stage difunctionalization of bioactive molecules.
报道了通过光催化卤原子转移（XAT）策略实现可见光诱导的烯烃与未活化的烷基碘和芳基氰化物的三组分1,2-烷基吡啶化反应。这种无金属方案利用易于获得的叔烷基胺作为末端还原剂，将烷基碘顺利转化为相应的碳自由基物种。该反应具有底物范围广、官能团耐受性好、效率高和反应条件温和等特点。该方法的实用性在生物活性分子的后期双官能化中得到了进一步证明。
