Rhenium-catalyzed oxidation of arenes - an improved synthesis of vitamin K-3

Citation
Wa. Herrmann et al., Rhenium-catalyzed oxidation of arenes - an improved synthesis of vitamin K-3, J MOL CAT A, 138(2-3), 1999, pp. 115-121
Citations number
13
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL
ISSN journal
13811169 → ACNP
Volume
138
Issue
2-3
Year of publication
1999
Pages
115 - 121
Database
ISI
SICI code
1381-1169(19990205)138:2-3<115:ROOA-A>2.0.ZU;2-T
Abstract
2-Methylnaphthalene 1 is oxidized to 2-methyl-1,4-naphthoquinone 2 by virtu e of a new catalyst system in high yields and selectivity. A mixture of aqu eous hydrogen peroxide and acetic anhydride is used as oxidant in the prese nce of methyltrioxorhenium(VII) dissolved in acetic acid as solvent. The co ncentration of acetic acid in the reaction mixture plays a crucial role for the activation of acetic anhydride mediated by methyltrioxorhenium(VII). ( C) 1999 Elsevier Science B.V. All rights reserved.