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Phenyliodonium Diacetate Mediated Direct Synthesis of Benzonitriles from Styrenes through Oxidative Cleavage of C=C Bonds

Jin-Hui Xu, Qing Jiang and Can-Cheng Guo*

*College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China, Email:

J.-H. Xu, Q. Jiang, C.-C. Guo, J. Org. Chem., 2013, 78, 11881-11882.

DOI: 10.1021/jo401919h

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A metal-free PhI(OAc)2 mediated nitrogenation of alkenes via C=C bond cleavage using inorganic ammonia salt as nitrogen source under mild conditions affords nitriles in good yields. The method offers mild reaction conditions, operational simplicity, and use of an ammonium salt as nitrogen source. A plausible reaction mechanism is proposed.

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Key Words

nitriles, PIDA

ID: J42-Y2013