Issue 30, 2016

Copper-catalyzed divergent oxidative pathways of 2-naphthol derivatives: ortho-naphthoquinones versus 2-BINOLs

Abstract

Catalyst-dependent divergent pathways of 2-naphthol derivatives have been investigated. A readily available CuCl2–DMAP catalyst system promotes the aerobic oxidation of 2-naphthol derivatives to ortho-naphthoquinones whereas switching the catalyst system to Cu(OAc)2–DBN under an argon atmosphere allows the oxidative coupling of 2-naphthols to 1,1′-bi-2-naphthols (BINOLs) in good to excellent yields.

Graphical abstract: Copper-catalyzed divergent oxidative pathways of 2-naphthol derivatives: ortho-naphthoquinones versus 2-BINOLs

Supplementary files

Article information

Article type
Communication
Submitted
31 May 2016
Accepted
04 Jul 2016
First published
05 Jul 2016

Org. Biomol. Chem., 2016,14, 7191-7196

Copper-catalyzed divergent oxidative pathways of 2-naphthol derivatives: ortho-naphthoquinones versus 2-BINOLs

H. Y. Kim, S. Takizawa and K. Oh, Org. Biomol. Chem., 2016, 14, 7191 DOI: 10.1039/C6OB01183G

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