Synthesis of 2-acyl-1-naphthols by gold-catalyzed oxidative cyclization of 2-alkenylphenyl alkynyl ketones

Synthesis of 2-acyl-1-naphthols by gold-catalyzed oxidative cyclization of 2-alkenylphenyl alkynyl ketones

The gold(I)-catalyzed oxidative cyclization of 2-alkenylphenyl alkynyl ketones employing organic oxides as oxidants has been developed. This reaction involves aromatization to furnish 2-acyl-1-naphthols. Also, 10-acyl-9-phenanthrenols are analogously produced from the reaction of alkynyl 2-biphenyl...

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Veröffentlicht in:Tetrahedron 2015-02, Vol.71 (5), p.869-874
Hauptverfasser: Matsuda, Takanori, Nishida, Yahiro, Yamanaka, Kentaro, Sakurai, Yusuke
Format: Artikel
Sprache:eng
Schlagworte:
Aromatization
Cyclization
Enynes
Gold
Ketones
Naphthols
Oxidants
Oxides
Oxidizing agents
Synthesis (chemistry)
Tetrahedrons
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Zusammenfassung:The gold(I)-catalyzed oxidative cyclization of 2-alkenylphenyl alkynyl ketones employing organic oxides as oxidants has been developed. This reaction involves aromatization to furnish 2-acyl-1-naphthols. Also, 10-acyl-9-phenanthrenols are analogously produced from the reaction of alkynyl 2-biphenyl ketones. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2014.12.041