4.8 Article

Cobalt-Catalyzed Selective Synthesis of Isoquinolines Using Picolinamide as a Traceless Directing Group

Journal

ORGANIC LETTERS
Volume 19, Issue 8, Pages 2102-2105

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b00702

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Funding

  1. NSF of China [21572072, 21602064]
  2. Xia-men Southern Oceanographic Center [15PYY052SF01]
  3. Science and Technology Bureau of Xiamen City [3502Z20150054]
  4. Huaqiao University

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Picolinamide has first been employed as a traceless directing group for the cobalt-catalyzed oxidative annulation of benzylamides with alkynes to synthesize isoquinolines through C-H/N-H bonds activation. Oxygen is used as a terminal oxidant. This protocol exhibits good functional group tolerance and excellent regioselectivity. Both terminal and internal alkynes can be efficiently applied to this catalytic system as substrates.

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