期刊
CHEMICAL SCIENCE
卷 11, 期 9, 页码 2479-2486出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9sc06239d
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资金
- National Institutes of Health (NIH) [R35 GM119812]
- National Science Foundation (NSF) [1654656]
- Sloan Foundation
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1654656] Funding Source: National Science Foundation
A radical cascade strategy for the modular synthesis of five-membered heteroarenes (e.g. oxazoles, imidazoles) from feedstock reagents (e.g. alcohols, amines, nitriles) has been developed. This double C-H oxidation is enabled by in situ generated imidate and acyloxy radicals, which afford regio- and chemo-selective beta C-H bis-functionalization. The broad synthetic utility of this tandem hydrogen atom transfer (HAT) approach to access azoles is included, along with experiments and computations that provide insight into the selectivity and mechanism of both HAT events.
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