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Inverse-electron-demand [4+2] cycloaddition of photogenerated aza-ortho-quinone methides with 1,3,5-triazinanes: access to perfluoroalkylated tetrahydroquinazolines.
Chemical Communications ( IF 4.9 ) Pub Date : 2020/02/26 , DOI: 10.1039/d0cc00747a
Dong Liang 1 , Li-Ping Tan , Wen-Jing Xiao , Jia-Rong Chen
Affiliation  

A [4+2] cycloaddition of photogenerated aza-ortho-quinone methides with formaldimines is described for the synthesis of perfluoroalkylated tetrahydroquinazolines. Key to this process is the photocatalytic radical-mediated generation of aza-o-QMs from 2-vinylanilines and perfluoroalkyl radical precursors as well as the in situ release of formaldimines from 1,3,5-triazinanes.

中文翻译:

用光生氮杂-邻醌甲基化物与1,3,5-三嗪酮进行反电子需求[4 + 2]环加成反应:获得全氟烷基化的四氢喹唑啉。

描述了光生成的氮杂-邻醌甲基化物与福尔二胺的[4 + 2]环加成反应,用于合成全氟烷基化的四氢喹唑啉。此过程的关键是从2-乙烯基苯胺和全氟烷基自由基前体进行光催化自由基介导的aza-o-QM生成,以及从1,3,5-三嗪并原位释放福尔马明。
更新日期:2020-03-31
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