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

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초록

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.

키워드

PHENOL ORTHO-HYDROXYLATIONTYROSINASE MODEL SYSTEMREGIOSELECTIVE OXIDATIONHYDROGEN-PEROXIDEAEROBIC OXIDATIONCOUPLING REACTIONMECHANISMCOMPLEX1,4-NAPHTHOQUINONES1-NAPHTHOL
제목
Copper-catalyzed divergent oxidative pathways of 2-naphthol derivatives: ortho-naphthoquinones versus 2-BINOLs
저자
Kim, H. Y.Takizawa, S.Oh, K.
DOI
10.1039/c6ob01183g
발행일
2016
유형
Article
저널명
Organic and Biomolecular Chemistry
14
30
페이지
7191 ~ 7196