Gold-catalyzed oxidative cycloalkenations of alkynes with quinoline N -oxides
- 12 December 2018
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Organic Chemistry Frontiers
- Vol. 6 (2) , 226-230
Abstract
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.Keywords
Funding Information
- Ministry of Education (MOE 106N506CE1)
- Ministry of Science and Technology, Taiwan (107-3017-F-007- 002)
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