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Direct Oxidative Conversion of Alkyl Halides into Nitriles with Molecular Iodine in Aqueous Ammonia

Shinpei Iida, Hideo Togo*

*Graduate School of Science, Chiba University, Yayoi-cho 1-33, Inage-ku, Chia 263-8522, Japan, Email:

S. Iida, H. Togo, Synlett, 2008, 1639-1642.

DOI: 10.1055/s-2008-1078491


A direct conversion of various benzylic alkyl halides and primary alkyl halides into corresponding nitriles was efficiently and simply carried out in aqueous ammonia in the presence of molecular iodine as oxidant.

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proposed mechanism

Oxidative Conversion of Primary Alcohols, and Primary, Secondary, and Tertiary Amines into the Corresponding Nitriles with 1,3-Diiodo-5,5-dimethylhydantoin in Aqueous NH3

S. Iida, H. Togo, Synlett, 2007, 407-410.

Key Words

iodine, ammonia, nitriles, halides

ID: J60-Y2008-1720