Ortho-substituent effect promoted rapid cleavage of amide C–N bond under mild conditions |
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Authors: | Peng Wang Jin Cai Huayou Hu Lushen Li Chunlong Sun Min Ji |
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Institution: | 1. School of Biological Science & Medical Engineering, Southeast University, Nanjing, 210096, China 2. School of Chemistry & Chemical Engineering, Southeast University, Nanjing, 210096, China
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Abstract: | This article reports the ortho-substituent effect on the cleavage of the amide C–N bond. In the structure of N α -Phth-N-pyridinyl-amide, when the hydrogen atom in the 3-position of pyridine ring was replaced by alkoxy group, the amide C–N cleavage can take place in the 2-position of the pyridine ring. This transformation can proceed rapidly in methylamine ethanol solution under mild conditions to afford 2-amino-3-alkoxy pyridines. |
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