4.8 Article

Nickel-Catalyzed Chemo- and Regioselective Benzylarylation of Unactivated Alkenes with o-Bromobenzyl Chlorides

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ORGANIC LETTERS
卷 24, 期 1, 页码 328-333

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c03991

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资金

  1. National Natural Science Foundation of China [21602064, 22004041]
  2. Science and Technology Project of Quanzhou City [2018C073R]
  3. Instrumental Analysis Centre of Huaqiao University

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A chemo- and regioselective nickel-catalyzed reductive benzylarylation of unactivated alkenes with o-bromobenzyl chlorides is reported, utilizing electrophiles through a single-component double-site approach. The utility of this method is demonstrated through the concise synthesis of bioactive Indane compounds and postreaction functionalizations leading to structurally diverse scaffolds. Preliminary mechanistic investigations suggest a radical chain reaction mechanism.
Chemo- and regioselectively nickel-catalyzed reductive benzylarylation of unactivated alkenes with o-bromobenzyl chlorides is disclosed herein, in which electrophiles participate through a single-component double-site approach. Moreover, its utility is underscored by the concise synthesis of bioactive Indane compounds and postreaction functionalizations leading to structurally diverse scaffolds. Preliminary mechanistic investigations suggest a radical chain reaction mechanism.

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