Cheng Xiao, Cai Bao-Gui, Mao Hui, Lu Juan, Li Lei, Wang Kun, Xuan Jun
Anhui Province Key Laboratory of Chemistry for Inorganic/Organic Hybrid Functionalized Materials, College of Chemistry & Chemical Engineering, Anhui University, Hefei, Anhui 230601, People's Republic of China.
Key Laboratory of Structure and Functional Regulation of Hybrid Materials (Anhui University), Ministry of Education, Hefei 230601, People's Republic of China.
Org Lett. 2021 Jun 4;23(11):4109-4114. doi: 10.1021/acs.orglett.1c00979. Epub 2021 May 14.
We develop a visible light-promoted divergent cycloaddition of α-diazo esters with hexahydro-1,3,5-triazines, leading to a series of aziridine and imidazolidine frameworks in average good yield, by simply changing the reaction media used. It is noteworthy that the reaction occurs under sole visible light irradiation without the need for exogenous photoredox catalysts. More significantly, a reasonable reaction mechanism was proposed on the basis of the control experiments and density functional theory calculation results.
我们开发了一种可见光促进的α-重氮酯与六氢-1,3,5-三嗪的发散环加成反应,通过简单地改变所用的反应介质,以平均良好的产率得到了一系列氮丙啶和咪唑烷骨架。值得注意的是,该反应在仅可见光照射下发生,无需外源光氧化还原催化剂。更重要的是,基于对照实验和密度泛函理论计算结果提出了合理的反应机理。