Bifunctional two-carbon reagent made from acetylene via 1,2-difunctionalization and its applications  

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作  者:Bo Yang Kangkui Li Yongdong Wang Shifa Zhu 

机构地区:[1]Key Laboratory of Functional Molecular Engineering of Guangdong Province,School of Chemistry and Chemical Engineering,South China University of Technology,Guangzhou 510640,China [2]School of Chemistry and Chemical Engineering,Zhejiang Sci-Tech University,Hangzhou 310018,China [3]Singfar Laboratories,Guangzhou 510670,China

出  处:《Science China Chemistry》2024年第3期936-944,共9页中国科学(化学英文版)

基  金:supported by the National Natural Science Foundation of China(22001079,22271096,22071062,21871096);the China Postdoctoral Science Foundation(2020M682694)。

摘  要:There are very limited approaches to directly gluing two molecules for the production of internal alkenes using the vastly abundant acetylene via 1,2-difunctionalization. Conversion of gaseous acetylene to internal alkenes via 1,2-difunctionalization in a desired manner is not as easy as it might be expected due to the potential competition reactions between acetylene and alkene produced and the difficulty in handling this harmful reagent and controlling the regio-and stereoselectivity. In this work, we designed an efficient catalytic system for the incorporation of acetylene gas into tremendous(E)-β-bromo vinylsulfones, which are bench-stable, easy to operate, and can function as bifunctional acetylene and show a rich reactivity profile in Sonogashira coupling, Heck coupling, substituted reaction, and various desulfonylation transformations, providing numerous internal alkenes.

关 键 词:ACETYLENE 1 2-difunctionalization PHOTOCATALYSIS vinylsulfone 

分 类 号:TQ421.12[化学工程] O643.36[理学—物理化学] O644.1[理学—化学]

 

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