An Effective Method To Prepare Imines from Aldehyde, Bromide/Epoxide, and Aqueous Ammonia
Jing-Mei Huang*, Jue-Fei Zhang, Yi Dong and Wen Gong
*School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, People’s Republic of China, Email: chehjmscut.edu.cn
J.-M. Huang, J.-F. Zhang, Y. Dong, W. Gong, J. Org. Chem., 2011, 76, 3511-3514.
DOI: 10.1021/jo102455q (free Supporting Information)
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A mild three-component reaction of aromatic aldehydes, alkyl bromides, and aqueous ammonia as the nitrogen source gives imines in very good yields. The reaction conditions are compatible with a range of functional groups. The reaction of aldehydes and aqueous ammonia with epoxides leads to imines bearing a vicinal hydroxyl group regioselectively.
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