Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2020, Issue 43, Pages 6805-6812Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202001280
Keywords
Quinolines; Ynones; Tandem reaction; TBAF catalysis; Ambient temperature reaction
Categories
Funding
- National Natural Science Foundations of China [21972125]
- Zhejiang Key Laboratory of Green Pesticides and Cleaner Production Technology of Zhejiang Province of Zhejiang University of Technology
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A mild, efficient and metal-free synthetic method for 1H-[1,2,3]triazolo[4,5-c]quinolines has been developed via intermolecular [3+2] cycloaddition of beta-(2-aminoaryl)-alpha,beta-ynones and TMS-N-3, followed by intramolecular dehydration annulation sequential reactions. With 5 mmol-% of TBAF as catalyst, the reaction can smoothly proceed in DMF at ambient temperature to afford a wide range of functionalized 1H-[1,2,3]triazolo[4,5-c]quinolines in good to excellent yields.
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