4.8 Article

Cobalt-Catalyzed C(sp2)-H Allylation of Biphenyl Amines with Unbiased Terminal Olefins

Journal

ORGANIC LETTERS
Volume 21, Issue 21, Pages 8842-8846

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b03484

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Funding

  1. SERB-India [CRG/2018/003915]
  2. Lombardy Region, Italy
  3. Cariplo Foundation, Italy
  4. J. C. Bose Fellowship (SERB, DST-India)
  5. UGC-India

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Unactivated olefins usually react poorly in conventional alkenylation reactions. Their introduction via C-H activation is limited to aromatic acids. Herein, we disclose a C-H functionalization protocol of aromatic amines with unactivated olefins, which shows exclusive allylic selectivity for the distal ring of the biphenyl system by exploiting a readily available cobalt(II) catalyst. The allylation proceeds smoothly involving a broad set of unbiased olefins and biaryls, giving access to the functionalization of the biphenyl scaffold.

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