Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 13, Issue 29, Pages 7924-7927Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ob01222h
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Funding
- Soochow University
- National Natural Science Foundation of China [21402134]
- Natural Science Foundation of Jiangsu [BK20140306]
- Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)
- Natural Science Foundation of China [NSFC 21302133]
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A regioselective synthesis of 1-tetralones via silver-catalyzed ring expansion is described. A variety of 1-tetralones are furnished under mild reaction conditions from tertiary cyclobutanols regardless of the electronic properties and steric hindrance of substituents, providing a new and practical method to access diverse 1-tetralone building blocks. Preliminary experimental and DFT studies revealed that a radical-mediated sequence of C-C bond cleavage/C-C bond formation is involved.
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