Nickel-Catalyzed Reductive Electrophilic Ring-Opening of Benzofurans with Alkyl Halides  

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作  者:Decai Ding Haiyan Dong Chuan Wang 

机构地区:[1]Hefei National Laboratory for Physical Science at the Microscale and Department of Chemistry,University of Science and Technology of China,Hefei,Anhui 230026 [2]Center for Excellence in Molecular Synthesis of CAS,Hefei,Anhui 230026

出  处:《CCS Chemistry》2022年第2期548-556,共9页中国化学会会刊(英文)

基  金:supported by National Natural Science Foundation of China(grant no.21772183);the Fundamental Research Funds for the Central Universities(grant no.WK2060190086);“1000-Youth Talents Plan”start-up funding as well as the University of Science and Technology of China.

摘  要:In this paper,we developed an electrophilic ring-opening reaction,which is beyond the strained small ring system.Under reductive nickel catalysis,ring-opening of diverse benzofurans via endocyclic inert carbon–oxygen bond cleavage can be achieved with an array of inactivated secondary and tertiary alkyl halides as coupling partners,allowing for the preparation of a series of(E)-o-alkenylphenols with excellent E/Z-selectivity and high functional tolerance.The utility of this method was further demonstrated through derivatizations of the ring-opening products using the o-hydroxyl group as a functional handle,providing various organic compounds in good to high efficiency.

关 键 词:BENZOFURAN RING-OPENING DEAROMATIZATION cross-electrophile coupling nickel 

分 类 号:O62[理学—有机化学]

 

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