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Published on: May 26, 2019
Construction of 4-Acyl-2-quinolones through Sc(OTf)3-Catalyzed Ring-Closing Alkyne-Carbonyl Metathesis
1State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China.
Abstract:
An atom-economical protocol to construct densely substituted 4-acyl-2-quinolones from N-(2-alkynylphenyl)-α-ketoamides has been developed through Sc(OTf)3-catalyzed ring-closing alkyne-carbonyl metathesis. Mechanistic experimental studies support that coordinative interaction between Sc(OTf))3 and the substrate, the formation of an oxetene intermediate, and an electrocyclic ring-opening of the oxetene might be involved.
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