| Budget Amount *help |
¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2014: ¥2,470,000 (Direct Cost: ¥1,900,000、Indirect Cost: ¥570,000)
Fiscal Year 2013: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
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| Outline of Final Research Achievements |
We developed a new method for introduction of nitrogen functionalities to aromatic compounds by electrochemical oxidation (C-H amination). The electrochemical oxidation of aromatic compounds in the presence of pyridine leads to the formation of N-arylpyridinium ions. Treatment of N-arylpyridinium ions with piperidine gives the corresponding aniline derivatives. The key to the success of the present method is the generation of cationic intermediates which does not suffer from overoxidation by the electrochemical reaction. Based on a similar reaction design based on the advantage of the cationic intermediates, the electrochemical C－N coupling reactions of imidazoles with aromatic and benzylic compounds was also developed. The anodic oxidation of a substrate in the presence of N-methylsulfonylimidazole gives the imidazolium intermediate, treatment of which with piperidine leads to the formation of the desired products.
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