Mechanistic insight into the synergistic Cu/Pd-catalyzed carbonylation of aryl iodides using alcohols and dioxygen as the carbonyl source  

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作  者:Junxuan Li Jinlei Zhou Yumei Wang Yue Yu Qiang Liu Tilong Yang Huoji Chen Hua Cao 

机构地区:[1]School of Chemistry and Chemical Engineering and Guangdong Cosmetics Engineering&Technology Research Center,Guangdong Pharmaceutical University,Zhongshan 528458,China [2]School of Traditional Chinese Medicine,Southern Medical University,Guangzhou 510515,China [3]The Hong Kong University of Science and Technology,Clear Water Bay,Kowloon,Hong Kong,China

出  处:《Science China Chemistry》2022年第1期68-74,共7页中国科学(化学英文版)

基  金:supported by the Science Foundation for Distinguished Young Scholars for Guangdong Province(2020B1515020026);the Science and Technology Program of Guangzhou(202103000089);the Innovation Team Project of Universities in Guangdong Province(2020KCXTD009);the Scientific Research Projects for Key Disciplines of Guangdong Province(2019-GDXK-0009);the Key Projects of Social Welfare and Basic Research of Zhongshan City(2020B2007);the Innovation and Strong School Project of Guangdong Pharmaceutical University(2018KQNCX131);Guangdong Cosmetics Engineering&Technology Research Center;Provincial Experimental Teaching Demonstration Center of Chemistry&Chemical Engineering;Special Funds of Key Disciplines Construction from Guangdong and Zhongshan Cooperating。

摘  要:Pd-catalyzed carbonylation,as an efficient synthetic approach to the installation of carbonyl groups in organic compounds,has been one of the most important research fields in the past decade.Although elegant reactions that allow highly selective carbonylations have been developed,straightforward routes with improved reaction activity and broader substrate scope remain long-term challenges for new practical applications.Here,we show a new type of synergistic Cu/Pd-catalyzed carbonylation reaction using alcohols and dioxgen as the carbonyl sources.A broad range of aryl iodides and alcohols are compatible with this protocol.The reaction is concise and practical due to the ready availability of the starting materials and the scalability of the reaction.In addition,the reaction affords lactones and lactams in an intermolecular fashion.Moreover,DFT calculations have been performed to study the detailed mechanisms.

关 键 词:Cu/Pd-catalyzed carbonylations radical relay process ALCOHOLS dioxgen 

分 类 号:O621.251[理学—有机化学]

 

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