Journal
CHEMICAL SCIENCE
Volume 10, Issue 13, Pages 3840-3845Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8sc05518a
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Funding
- Japan Society for the Promotion of Science (JSPS) [JP16H06351, JP18K06548]
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An intramolecular benzyne-diene [4 + 2] cycloaddition with broad substrate scope has been realized by using a cleavable silicon tether, allowing access to various polycyclic structures. 2-Bromo-6-(chlorodiisopropylsilyl)phenyl tosylate serves as an efficient platform for (1) rapid attachment of various arynophiles to the benzyne precursor via a Si-O bond and (2) facile generation of benzyne via halogen-metal exchange with Ph3MgLi.
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