4.7 Article

Nickel-catalysed para-CH activation of pyridine with switchable regioselective hydroheteroarylation of allylarenes

Journal

CHEMICAL COMMUNICATIONS
Volume 51, Issue 96, Pages 17104-17107

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5cc07455j

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Funding

  1. Ministry of Science & Technology of Taiwan [MOST-104-2628-M-001-005-MY4]
  2. Academia Sinica Career Development Award [104-CDA-M08]

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para-CH activation of pyridine with allylbenzene is described by Ni/Al cooperative catalysis in combination with a bulkier NHC ligand and a Lewis acid, leading to linear hydroheteroarylation products. Interestingly, the branch selectivity can be achieved by using the combination of a less sterically hindered amino-NHC ligand and AlMe3 through tandem reaction of facile alkene isomerization followed by a slow CH bond activation process.

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