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Visible-light-induced selective hydrolipocyclization and silylation of alkenes:Access to ring-fused quinazolin-4(3H) ones and its silicon-substituted derivatives
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2024-07-24 , DOI: 10.1039/d4qo01119h
Shoucai Wang , Ziren Chen , Fei Xue , Yonghong Zhang , Bin Wang , Shaofeng Wu , Yu Xia , Xiuli Zhao , Guangbin Jiang , Fanghua Ji , Chenjiang Liu

A mild and novel visible-light-induced hydrolipocyclization or silylation of unactivated alkenes toward the synthesis of organosilanes and polycyclic quinazolinones was developed. Of note is that this is the first example using hydrosilanes as the silicon source and hydrogen source respectively under different light irradiation. These two transformations exhibit high atomic economy, noble metal- and oxidant-free, high functional group tolerance, mild reaction conditions and direct synthesis of α-methyldeoxyvasicinones. Based on control experiments, two possible reaction mechanisms are proposed.

中文翻译:


可见光诱导的烯烃选择性氢脂环化和硅烷化:获得环稠合喹唑啉-4(3H)及其硅取代衍生物



开发了一种温和且新颖的可见光诱导的未活化烯烃的氢脂环化或硅烷化,以合成有机硅烷和多环喹唑啉酮。值得注意的是,这是在不同光照射下分别使用氢硅烷作为硅源和氢源的第一个例子。这两种转化表现出高原子经济性、不含贵金属和氧化剂、高官能团耐受性、温和的反应条件和直接合成α-甲基脱氧万西酮。基于对照实验,提出了两种可能的反应机制。
更新日期:2024-07-24
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