Gold-catalyzed oxidative cycloalkenations of alkynes with quinoline N-oxides

文献情報

出版日 2018-12-12

DOI 10.1039/C8QO01175C

インパクトファクター 5.281

著者

Sachin Bhausaheb Wagh, Pankaj Sharma, Manoj D. Patil, Rai-Shung Liu

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要旨

This work reports gold-catalyzed oxidative cycloalkenations of phenyl propargyl ethers and phenoxyalkynes with quinoline N-oxides to afford 4-alkylidenechroman-2-ones and 3-alkylidenebenzofuran-2-ones, respectively. This catalytic sequence involves one alkyne, one aryl nucleophile and two discrete quinoline oxides. We postulate a mechanism involving an initial formation of an α-oxo gold carbene that is attacked by a tethered arene to form a gold enolate, further reacting with a second quinoline N-oxide to complete the olefination process.

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Organic Chemistry Frontiers

CiteScore: 7.8

自己引用率: 8.7%

年間論文数: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

Gold-catalyzed oxidative cycloalkenations of alkynes with quinoline N-oxides

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