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3‐Formylpyrroles from 3‐Furfurylamines by Bromine Oxidation Reaction |
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| Authors: | Piin‐Jye Harn Chu‐Chung Lin Hsien‐Jen Wu |
| Affiliation: | 1. Department of Applied Chemistry, National Chiao Tung University, Hsinchu, Taiwan, R.O.C.;2. SinoPharm Taiwan Ltd., Tainan County, Taiwan, R.O.C.;3. Department of Medicinal Chemistry, TaiGen Biotechnology Co., Ltd., Taipei, Taiwan, R.O.C.;4. Department of Environmental Engineering and Health, Yuanpei University, Hsinchu, Taiwan, R.O.C. |
| Abstract: | Oxidation of 3‐furfurylamines 3a‐e with bromine in acetone‐water solution gave N‐substituted 3‐formylpyrroles 4a‐e in good yields. A reaction mechanism via the Clauson‐Kaas reaction followed by the cis‐trans isomerization of the 2‐ene‐1,4‐diones 13 and 14 was proposed to account for the formation of the pyrroles 4a‐e . |
| Keywords: | 3‐Furfurylamines 3‐Formylpyrroles Oxidation with bromine |