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Metal-Free One-Pot Conversion of Electron-Rich Aromatics into Aromatic Nitriles

Sousuke Ushijima, Hideo Togo*

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

S. Ushijima, H. Togo, Synlett, 2010, 1067-1070.

DOI: 10.1055/s-0029-1219575


Various electron-rich aromatics could be smoothly converted into the corresponding aromatic nitriles in good yields by treatment with POCl3 and DMF, followed by molecular iodine in aqueous ammonia. The present reaction is a novel metal-free one-pot method for the preparation of aromatic nitriles from electron-rich aromatics.

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Key Words

aromatics, aromatic N,N-dimethyliminium salts, aromatic nitriles, Vilsmeier-Haack reaction, molecular iodine, aqueous ammonia

ID: J60-Y2010-1060