可见光催化环丙基苯胺的[3+2]环化加成反应研究  

Study on visible-light-induced[3+2]cycloaddition of cyclopropylaniline

作　　者：张晓斐 王尧 刘佳鑫 李丹璐 ZHANG Xiao-fei;WANG Yao;LIU Jia-xin;LI Dan-lu(College of Chemistry and Chemical Engineering,Shaanxi University of Science&Technology,Xi′an 710021,China;Shaanxi Key Laboratory of Chemical Additive for Industry,Shaanxi University of Science&Technology,Xi′an 710021,China)

机构地区：[1]陕西科技大学化学与化工学院,陕西西安710021 [2]陕西科技大学陕西省轻化工助剂重点实验室,陕西西安710021

出　　处：《陕西科技大学学报》2023年第2期68-77,共10页Journal of Shaanxi University of Science & Technology

基　　金：陕西省科技厅自然科学基金项目(2021JQ-534)。

摘　　要：环烷烃类天然有机产物和生物医药分子的骨架构建依靠环加成反应得以实现,而环丙基苯胺能够在光催化条件下断键产生胺基阳离子自由基,继而为环化提供自由基供体,实现新的C-C键的构筑.但是此类反应通常需要使用昂贵的过渡金属光催化剂,提高了应用成本.本文使用4CzIPN这种非金属催化剂,以环丙基苯胺和肉桂酸酯类衍生物作为底物,通过光催化环化反应,以较为优异的位置选择性合成了一系列环戊烷类衍生物,为光催化自由基环化反应提供了更加经济的新方法,进一步拓宽了环丙基苯胺在光催化领域的应用.The skeleton construction of cycloalkane natural organic products and biomedical molecules is realized by cycloaddition reaction,while cyclopropylaniline can break bond under photocatalytic conditions to produce amino cation free radicals,and then provide free radical donors for cyclization to realize the construction of new C-C bond.However,such reactions usually require the use of expensive transition metal photocatalysts,which increases the application cost.In this paper,a series of cyclopentane derivatives were synthesized with excellent regioselectivity by using 4CzIPN,a non-metallic catalyst,with cyclopropylaniline and cinnamate derivatives as substrates through photocatalytic cyclization reaction,which provided a more economical new method for photocatalytic free radical cyclization reaction and further broadened the application of cyclopropylaniline in the field of photocatalysis.

关 键 词：光催化 自由基 环化反应 

分 类 号：O62[理学—有机化学]