一锅法合成N-呋喃酮基磺酰腙类化合物  

One-Pot Synthesis of N-Furanonyl Sulfonyl Hydrazone Compounds

作　　者：陈任宏[1] 吴桂贞[1] 杨凯[3] 叶斌[1] 陈庆凤 汪朝阳[2] Chen Renhong;Wu Guizhen;Yang Kai;Ye Bin;Chen Qingfeng;Wang Zhaoyang(Guangdong Food and Drug Vocational College,Guangzhou 510520;Key Laboratory of Theoretical Chemistry of Environment,Ministry of Education,School of Chemistry,South China Normal University,Guangzhou 510006;College of Pharmacy,Gannan Medical University,Ganzhou,Jiangxi 341000)

机构地区：[1]广东食品药品职业学院,广州510520 [2]华南师范大学化学学院教育部环境理论化学重点实验室,广州510006 [3]赣南医学院药学院,江西赣州341000

出　　处：《有机化学》2021年第7期2750-2759,共10页Chinese Journal of Organic Chemistry

基　　金：广东食品药品职业学院自然科学研究(Nos.2018ZR001、2014YZ007);江西省教育厅科学研究(No.GJJ201504);赣南医学院科学研究(No.YB201903);广东省基础与应用基础研究基金(No.2021A1515012342);广东省科技计划(No.2017A010103016)资助项目.

摘　　要：以3,4-二卤-2(5H)-呋喃酮、磺酰肼和羰基化合物为起始原料,利用一锅法策略同时构建一个C—N键和一个C=N键,以良好收率合成一系列N-2(5H)-呋喃酮基磺酰腙类化合物.这种无需金属催化的转化在室温下就可实现,且具有好的底物适用性和选择性.即使对于Csp2—Cl型的3,4-二氯-2(5H)-呋喃酮类底物,这种绿色合成方法也能提供令人满意的产率.重要的是,这种方法对多个呋喃酮底物可实现克级反应制备.An efficient approach for the construction of one C—N bond and one C=N bond based on sulfonyl hydrazides,3,4-dihalo-2(5H)-furanones and carbonyl compounds via the one-pot strategy to provide N-2(5H)-furanonyl sulfonyl hydrazone products with good yields is described.This approach with wide substrate range and good selectivity can be achieved at room temperature by metal-free catalysts.Even for 3,4-dichloro-2(5H)-furanones,the inactive Csp2—Cl type compounds,this green method also gives satisfactory yields.Importantly,its application for a gram-scale preparation of different furanone substrates can be accomplished.

关 键 词：2(5H)-呋喃酮 磺酰腙 合成 一锅法反应 无金属催化 

分 类 号：O626.11[理学—有机化学]