Jump to main content
Jump to site search

Issue 2, 2019
Previous Article Next Article

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

Author affiliations

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.

Graphical abstract: Gold-catalyzed oxidative cycloalkenations of alkynes with quinoline N-oxides

Back to tab navigation

Supplementary files

Publication details

The article was received on 31 Oct 2018, accepted on 06 Dec 2018 and first published on 12 Dec 2018


Article type: Research Article
DOI: 10.1039/C8QO01175C
Org. Chem. Front., 2019,6, 226-230

  •   Request permissions

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

    S. B. Wagh, P. Sharma, M. D. Patil and R. Liu, Org. Chem. Front., 2019, 6, 226
    DOI: 10.1039/C8QO01175C

Search articles by author

Spotlight

Advertisements