氮杂环卡宾(NHC)催化[4+3]环加成反应构建4-氨基苯并环庚烯内酯

N-Heterocyclic Carbene(NHC)-Catalyzed[4+3]Cycloaddition to Synthesize 4-Aminobenzoheptenolactons

报道了4-氨基苯并环庚烯内酯的合成方法,在氮杂环卡宾的催化作用下,γ-氯醛与亚胺醌化合物经过[4+3]环加成反应生成4-氨基苯并环庚烯内酯,产率良好,且反应产物单一,反应条件温和,操作简便,符合绿色化学原则.为了探究氮杂环卡宾在该反应的位点选择性所起的作用,利用密度泛函理论进行了理论研究,研究表明形变力是导致位点选择差异性的主要原因.

A highly efficient N-heterocyclic carbene(NHC)catalyzed formal[3+4]cycloaddition reaction ofγ-chloroenal with iminoquinones has been developed,producing 4-aminobenzoheptenolactone derivatives in good yields.In order to explore the role of nitroheterocyclic carbene in the site selectivity of the reaction,a theoretical study was carried out using density functional theory.The study showed that the deformation force was the main reason for the difference in site selection.