Journal
MOLECULES
Volume 24, Issue 21, Pages -Publisher
MDPI
DOI: 10.3390/molecules24213999
Keywords
TMSBr; propargylic alcohols; azides; cascade cyclization; 4-bromo quinolines
Funding
- National Science Foundation of China [21676131, 21462019]
- Science Foundation of Jiangxi Province [20181BAB203005, 20143ACB20012]
- Education Department of Jiangxi Province [GJJ180616]
- Jiangxi Science & Technology Normal University [2017QNBJRC004]
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Difficult-to-access 4-bromo quinolines are constructed directly from easily prepared ortho-propynol phenyl azides using TMSBr as acid-promoter. The cascade transformation performs smoothly to generate desired products in moderate to excellent yields with good functional groups compatibility. Notably, TMSBr not only acted as an acid-promoter to initiate the reaction, and also as a nucleophile. In addition, 4-bromo quinolines as key intermediates could further undergo the coupling reactions or nucleophilic reactions to provide a variety of functionalized compounds with molecular diversity at C4 position of quinolines.
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