Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 135, Issue 13, Pages 5000-5003Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja402083e
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Funding
- Ministry of Education, Culture, Sports, Science & Technology, Japan
- Grants-in-Aid for Scientific Research [13J05567, 21106001, 25620081, 23750040, 21106002] Funding Source: KAKEN
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We have developed a new method for C-H amination of aromatic compounds based on electrochemical oxidation of aromatic compounds in the presence of pyridine followed by the reaction of the resulting N-arylpyridinium ions with an alkylamine. This new transformation serves as a powerful method for synthesizing aromatic primary amines from aromatic compounds without using metal catalysts and harsh chemical reagents. High chemoselectivity of the present method is demonstrated by C-H amination of aromatic compounds bearing a nitro group to give a key intermediate for the synthesis of VLA-4 antagonist.
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