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- Title
TMSBr-Promoted Cascade Cyclization of ortho-Propynol Phenyl Azides for the Synthesis of 4-Bromo Quinolines and Its Applications.
- Authors
Jin, Fengyan; Yang, Tao; Song, Xian-Rong; Bai, Jiang; Yang, Ruchun; Ding, Haixin; Xiao, Qiang
- Abstract
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.
- Subjects
QUINOLINE; AZIDES; NUCLEOPHILIC reactions; MOLECULES; FUNCTIONAL groups
- Publication
Molecules, 2019, Vol 24, Issue 21, p3999
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules24213999