4.8 Article

Remote Migratory Cross-Electrophile Coupling and Olefin Hydroarylation Reactions Enabled by in Situ Generation of NiH

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 139, 期 39, 页码 13929-13935

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AMER CHEMICAL SOC
DOI: 10.1021/jacs.7b08064

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  1. 1000-Youth Talents Plan, NSFC [21602101, 21772087]
  2. NSF of Jiangsu Province [BK20160642]
  3. University of Pittsburgh

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A highly efficient strategy for remote reductive cross-electrophile coupling has been developed through the ligand-controlled nickel migration/arylation. This general protocol allows the use of abundant and bench-stable alkyl bromides and aryl bromides for the synthesis of a wide range of structurally diverse 1,1-diarylalkanes in excellent yields and high regioselectivities under mild conditions. We also demonstrated that alkyl bromide could be replaced by the proposed olefin intermediate while using n-propyl bromide/Mn-0 as a potential hydride source.

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