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

Wang Zhou, Jiaojiao Xu, Liangren Zhang and Ning Jiao*

*State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Road 38, Beijing 100191, China, Email:

W. Zhou, J. Xu, L. Zhang, N. Jiao, Org. Lett., 2010, 12, 2888-2891.

DOI: 10.1021/ol101094u

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A tandem TBAB-catalyzed substitution and a subsequent novel oxidative rearrangement allow the synthesis of aryl or alkenyl nitriles from benzyl and allyl halides. The broad reaction scope and the mild conditions may make these methods of use in organic synthesis.

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Key Words

Nitriles, DDQ

ID: J54-Y2010-1770