期刊
ORGANIC CHEMISTRY FRONTIERS
卷 9, 期 14, 页码 3828-3833出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2qo00557c
关键词
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资金
- NSF of China [21878072, 21706058, 21573065]
- Hunan Provincial Natural Science Foundation of China [2020JJ2011]
A general and practical method for the synthesis of naphtho[2,1-d]oxazoles from readily available naphthols and amines has been developed. This method shows outstanding functional group tolerance and is particularly suitable for the synthesis of naphtho[2,1-d]oxazole skeletons that are difficult to be prepared by other methods.
A general and practical synthesis of naphtho[2,1-d]oxazoles from readily available naphthols and amines is developed using TEMPO as the oxygen source with outstanding functional group tolerance, especially for the construction of the naphthoxazole-related bioactive molecule PBNI and naphthoxazole-doped materials, as well as the polyaryloxazole-related ADN derivative. This protocol allows the rapid assembly of a small library of naphtho[2,1-d]oxazole skeletons (55 examples) that are difficult to be prepared by other methods. The electron paramagnetic resonance (EPR) and O-18-labeled experiments indicate that the radical adducts of TEMPO with naphthalenone radicals may serve as key intermediates.
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