二氯亚砜活化的芳基肼自身偶联反应  

Thionyl Chloride-activated Homo-coupling Reaction of Aryl Hydrazine

作　　者：杜剑雄 钟品勇 刘晋彪[1] DU Jianxiong;ZHONG Pinyong;LIU Jinbiao(Jiangxi Provincial Key Laboratory of Functional Molecular Materials Chemistry,Faculty of Materials Metallurgy and Chemistry,Jiangxi University of Science and Technology,Ganzhou 341000,China)

机构地区：[1]江西理工大学材料冶金化学学部江西省功能分子材料化学重点实验室,江西赣州341000

出　　处：《合成化学》2024年第7期643-648,共6页Chinese Journal of Synthetic Chemistry

基　　金：国家自然科学基金资助项目(21961014)。

摘　　要：联芳烃作为一类重要的芳香化合物,广泛应用于医药、材料和化工等领域,发展新颖简单的Aryl—Aryl合成方法具有重要意义。本文以芳基肼盐酸盐为原料,通过筛选不同的碱、溶剂和活化剂的用量,优化了较佳的实验条件:以4-二甲氨基吡啶为促进剂,乙腈为溶剂,1.5 eq的二氯亚砜为活化剂,在5 min内以24%~68%的产率合成了11个联苯衍生物,目标化合物结构经^(1)H NMR和^(13)C NMR确证。该方法具有反应条件温和,无需过渡金属催化等特点。As a class of important aromatic compounds,biaryl hydrocarbons are widely used in the fields of medicine,materials,and chemistry.It is significant to develop novel and simple methods for synthesizing aryl-aryl compounds.In this paper,aryl hydrazine hydrochloride was used as the raw material.By screening different amounts of bases,solvents,and activators,an optimal experimental condition was optimized:4-dimethylaminopyridine as the promoter,acetonitrile as the solvent,1.5 equivalents of dichlorosulfoxide as the activator.Under these conditions,11 biphenyl derivatives were synthesized in 5 minutes with yields ranging from 24%~68%.The target compounds were confirmed by 1 H NMR and 13 C NMR.This method has the advantages of mild reaction conditions and no need for transition metal catalysis.

关 键 词：芳基肼 偶联反应 二氯亚砜 4-二甲氨基吡啶 无金属催化 

分 类 号：O621.25[理学—有机化学]