期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 58, 期 38, 页码 13438-13442出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201907448
关键词
acylation; click chemistry; copper catalysis; cyclization; domino reaction
资金
- Natural Science and Engineering Research Council (NSERC)
- University of Toronto (U of T)
- Alphora Research Inc./Eurofins Scientific
- NSERC
Acyl substituted triazoles are valuable scaffolds, but the direct synthesis of these moieties from terminal alkynes by copper catalysis remains unexplored. We report a robust, general, and efficient method using a simple CuI/2,2 '-bipyridine catalytic system. This transformation involves a copper catalyzed azide-alkyne cycloaddition (CuAAC) followed by an intramolecular acylation onto a carbamoyl chloride. The reaction proceeds under mild conditions, tolerates several functional groups, and is readily scalable. This method represents a novel strategy towards the synthesis of complex heterocycles by a CuAAC/acylation domino process.
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