4.8 Article

Facile Preparation of α-Aryl Nitriles by Direct Cyanation of Alcohols with TMSCN Under the Catalysis of InX3

Journal

ORGANIC LETTERS
Volume 10, Issue 20, Pages 4573-4576

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol801812a

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Funding

  1. National Natural Science Foundation of China [20532050, 20632060]
  2. Chinese Academy of Sciences
  3. Major Basic Research Development Program of China [2006CB806106]
  4. Science and Technology Commission of Shanghai Municipality
  5. Merck Research Laboratories

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A convenient and efficient synthesis of alpha-aryl nitriles was developed by direct cyanation of alcohols with TMSCN under the catalysis of Lewis acid. Using 5-10 mol % of InBr3 as the catalyst, a variety of benzylic alcohols can be converted to the corresponding nitriles in 5-30 min with yields of 46-99%.

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