A new synthesis of naphthyridinones and quinolinones: palladium-catalyzed amidation of o-carbonyl-substituted aryl halides

Organic Letters
Peter J Manley, Mark T Bilodeau

Abstract

[reaction: see text] An alternative to the Friedlander condensation for the synthesis of naphthyridinones and quinolinones has been discovered. Palladium-catalyzed amidation of halo aromatics substituted in the ortho position by a carbonyl functional group or its equivalent with primary or secondary amides leads to the formation of substituted naphthyridinones and quinolinones.

References

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Citations

Mar 19, 2009·Chemical Communications : Chem Comm·Hanhui Xu, Christian Wolf
Jul 18, 2015·Journal of the American Chemical Society·Xinyao LiNing Jiao
Jan 22, 2008·Bioorganic & Medicinal Chemistry Letters·Christian PeiferStefan Laufer
Sep 22, 2018·Organic & Biomolecular Chemistry·Ailada CharoenpolChutima Kuhakarn
Jan 13, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Vera L M Silva, Artur M S Silva
Nov 2, 2016·Chemistry : a European Journal·Christopher M LavoieMark Stradiotto
Jun 28, 2016·Chemistry, an Asian Journal·Peng XuYan-Hua Wang
Oct 12, 2018·Organic & Biomolecular Chemistry·Byung Hoon AhnHee Nam Lim
Oct 11, 2017·Chemical Science·Xinyao LiNing Jiao
Nov 3, 2020·Chemistry : a European Journal·Glwadys GagnotYves L Janin
Nov 26, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Wan Pyo HongHee Nam Lim
Mar 5, 2009·Organic Letters·Yusuke Kobayashi, Takashi Harayama
Nov 6, 2009·Journal of the American Chemical Society·Jacqueline D HicksStephen L Buchwald
Apr 14, 2009·Chemical Reviews·José Marco-ContellesElena Soriano
Feb 17, 2015·The Journal of Organic Chemistry·Weiguo WangZhenghu Xu
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Feb 10, 2011·The Journal of Organic Chemistry·Hasrat AliBrigitte Guérin
Oct 27, 2006·The Journal of Organic Chemistry·Raymond J CvetovichJennifer R Chilenski

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