Metallaphotoredox-Catalyzed Three-Component Couplings for Practical Synthesis of Ureas and Carbamates  

作　　者：Ernest Koranteng Zhen-Cao Shu Yi-Yin Liu Qian Yang Bin Shi Qiang-Xian Wu Fen Tan Liang-Qiu Lu Wen-Jing Xiao 

机构地区：[1]Engineering Research Center of Photoenergy Utilization for Pollution Control and Carbon Reduction,Ministry of Education,College of Chemistry,Central China Normal University,152 Luoyu Road,Wuhan,Hubei,430079 China [2]Wuhan Youji Industries Co.,Ltd,No.1 2nd Chemical Rd.,Wuhan,Hubei,430082 China [3]Hubei Key Laboratory of Purification and Application of Plant Anti-cancer Active Ingredients,School of Chemistry and Life Sciences,Hubei University of Education,Wuhan,Hubei,430205 China [4]State Key Laboratory for Oxo Synthesis and Selective Oxidation,Lanzhou Institute of Chemical Physics,Chinese Academy of Sciences,Lanzhou,Gansu,730000 China [5]School of Chemistry and Chemical Engineering,Henan Normal University,Xinxiang,Henan,453007 China [6]Wuhan Institute of Photochemistry and Technology,Wuhan,Hubei,430082 China [7]State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai,200032 China

出　　处：《Chinese Journal of Chemistry》2024年第3期264-270,共7页中国化学（英文版）

基　　金：the National Natural Science Foundation of Chinaa(Nos.22271113,92256301,21822103,91956201,21820102003 and 21602052);the Natural Science Foundation of Hubei Province(No.2022CFB413);the fund from Central China Normal University for support of this research.

摘　　要：Ureas are widely used in drugs,materials and catalysts because of their diamide structure,which can form strong hydrogen bonds.Therefore,it is of great scientific significance to develop efficient and green methods for the synthesis of urea compounds,especially unsymmetrical ureas.Here,we have disclosed novel and highly efficient three-component coupling reactions of organic halides,sodium cyanate and amines enabled by nickel/photoredox dual catalysis for the preparation of unsymmetrical ureas.The reaction features simple and safe operations,broad substrate scopes,and product diversities.It allows the facile synthesis of N-aryl/vinyl ureas from readily available,user-friendly feedstocks under mild conditions(27 examples,36%—98%yields).In addition,this method is further derived to alcohols as nucleophiles to synthesize a series of carbamates(15 examples,40%—95%yields).The mechanism experiment shows that the isocyanate produced by the coupling of halide and sodium cyanate may be the key intermediate in this reaction.

关 键 词：CROSS-COUPLING NICKEL Photoredox catalysis Three-component reaction UREAS CARBAMATES 

分 类 号：O62[理学—有机化学]