Copper-catalyzed divergent oxidative pathways of 2-naphthol derivatives: ortho-naphthoquinones versus 2-BINOLs. Issue 30 (12th July 2016)

• Record Type: Journal Article
• Authors: Kim, H. Y.; Takizawa, S.; Oh, K.
• Is Part Of: Organic & biomolecular chemistry. Volume 14:Issue 30(2016)
• Page Start: 7191
• Page End: 7196
• Publication Date: 2016-07-12
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c6ob01183g
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Divergent reaction pathways of 2-naphthol derivatives to either ortho -naphthoquinones or BINOLs have been achieved using two different Cu(ii ) catalyst systems. 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.