Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 137, Issue 31, Pages 9816-9819Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b06526
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Funding
- Grants-in-Aid for Scientific Research [26220804, 13J05567, 25410200] Funding Source: KAKEN
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A new approach for electrooxidative coupling of aromatic compounds and primary alkylamines bearing a functional group such as a hydroxyl group and an amino group was developed. The key to the success of the transformation is heterocydization of functional primary alkylamines. Treatment of primary alkylamines bearing a functional group with nitriles or their equivalents gives the corresponding heterocycles. The electrochemical oxidation of aromatic substrates in the presence of the heterocycles followed by chemical reaction under nonoxidative conditions gave the desired coupling products.
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