Gold-catalyzed α-furanylations of quinoline N-oxides with alkenyldiazo carbonyl species.

Org Biomol Chem

Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan 30013, Republic of China.

Published: June 2015

Gold-catalyzed α-furanylations of 8-alkylquinoline N-oxides have been achieved using alkenyldiazo carbonyl species as nucleophiles. The reactions are applicable to a reasonable range of alkenyldiazo species and 8-alkylquinoline N-oxides. The reaction mechanism is postulated to involve an initial nucleophilic addition of diazocarbonyl species at 8-alkylquinoline N-oxides, followed by diazo decomposition.

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http://dx.doi.org/10.1039/c5ob00696aDOI Listing

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