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Direct Transformation of Methyl Arenes to Aryl Nitriles at Room Temperature

Authors

  • Wang Zhou,

    1. State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Road 38, Beijing 100191 (China), Fax: (+86) 10-8280-5297
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  • Liangren Zhang Dr.,

    1. State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Road 38, Beijing 100191 (China), Fax: (+86) 10-8280-5297
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  • Ning Jiao Dr.

    1. State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Road 38, Beijing 100191 (China), Fax: (+86) 10-8280-5297
    2. State Key Laboratory of Organometallic Chemistry, Chinese Academy of Sciences, Shanghai 200032 (China)
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  • Financial support from Peking University, the National Science Foundation of China (nos. 20702002, 20872003), and the National Basic Research Program of China (973 Program; grant no. 2009CB825300) is greatly appreciated. We thank Chun Zhang for reproducing the results of entries 4 and 9 in Table 2.

Abstract

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Three C[BOND]H bonds are cleaved in the direct transformation of methyl arenes to aryl nitriles under mild and neutral conditions (see scheme). This new synthetic tool may not only be used to construct synthetically and medicinally important aryl nitriles, it also achieves C[BOND]H functionalization under mild conditions. PIDA=phenyliodonium diacetate.

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