4.8 Article

An Efficient Transformation from Benzyl or Allyl Halides to Aryl and Alkenyl Nitriles

Journal

ORGANIC LETTERS
Volume 12, Issue 12, Pages 2888-2891

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol101094u

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Funding

  1. Peking University
  2. National Science Foundation of China [20702002, 20872003]
  3. National Basic Research Program of China (973 Program) [2009CB825300]
  4. Program for NCET

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A novel approach to aryl or alkenyl nitriles from benzyl and allyl halides has been developed. A tandem TBAB-catalyzed substitution and the subsequent novel oxidative rearrangement are involved in this transformation. To the best of our knowledge, this is the first transformation from allyl halides to alkenyl nitriles. The broad reaction scope and the mild conditions may make these methods of use in organic synthesis.

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