双苄叉丙酮与丙二腈[5+1]合成环己酮类化合物的研究  

Cyclohexanones by[5+1]reaction of bischalcones and malononitrile

作　　者：王梦圆 任传清[1] 季晓晖[1] 曹小燕[1] 刘波[1] WANG Meng-yuan;REN Chuan-qing;JI Xiao-hui;CAO Xiao-yan;LIU Bo(Shaanxi Key laboratory of Catalysis,School of Chemical&Environmental Science,Shaanxi University of Technology,Hanzhong 723000,China)

机构地区：[1]陕西理工大学化学与环境科学学院,催化基础与应用重点实验室,陕西汉中723000

出　　处：《化学研究与应用》2024年第2期432-436,共5页Chemical Research and Application

基　　金：国家自然科学基金项目(22101165)资助;陕西省科技厅自然科学基础研究计划项目(2020JM-602)资助;陕西省教育厅重点项目(20JS015)资助。

摘　　要：环己酮是重要的化工原料,是生产尼龙6和尼龙66重要中间体,环己酮结构还存在于自然界中,是一类具有多种生物活性的药物骨架。本论文以双苄叉丙酮与丙二腈为原料,以DMF(N,N-二甲基甲酰胺)为溶剂,K_(2)CO_(3)为碱,且在无催化剂的条件下发生[5+1]环化反应,合成了一系列多取代环己酮类化合物,其结构经1 H NMR,^(13)C NMR、HR-MS(ESI)和IR表征,并对该合成反应机理进行了探讨。该合成方法具有宽泛的底物普适性,条件温和,较高的原子经济性和收率高等优势。Cyclohexanone is an important chemical materials as a necessary monomer for the production of Nylon 6 and Nylon 66.Cyclohexanone structure also is a drug backbone with various biological activities in nature.In this paper,a series of polysubsti-tuted cyclohexanones were successfully constructed by the[5+1]cyclization reaction of bischalcones and malononitrile with DMF(N,N-Dimethylformamide)as solvent and using K_(2)CO_(3)as base in the absence of catalyst,and the structures of compounds were characterized by^(1)H NMR,^(13)C NMR,HR-MS(ESI)and IR.Moreover,a mechanism for the reaction was proposed.The synthetic method had the broad substrate scope,mild condition,high atom economy high yield.

关 键 词：环己酮 [5+1]环化反应 苄叉丙酮 迈克尔加成 

分 类 号：O6262[理学—有机化学]