Rhenium-catalyzed oxidation of arenes—an improved synthesis of vitamin K3
✍ Scribed by Wolfgang A. Herrmann; Joachim J. Haider; Richard W. Fischer
- Book ID
- 104424029
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- English
- Weight
- 144 KB
- Volume
- 138
- Category
- Article
- ISSN
- 1381-1169
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✦ Synopsis
2-Methylnaphthalene 1 is oxidized to 2-methyl-1,4-naphthoquinone 2 by virtue of a new catalyst system in high yields and selectivity. A mixture of aqueous hydrogen peroxide and acetic anhydride is used as oxidant in the presence of Ž . methyltrioxorhenium VII dissolved in acetic acid as solvent. The concentration of acetic acid in the reaction mixture plays a Ž . crucial role for the activation of acetic anhydride mediated by methyltrioxorhenium VII .
📜 SIMILAR VOLUMES
## Abstract The known synthesis of “Ichiba acid”, 2‐methyl‐3‐hydroxypyridine 4,5‐dicarboxylic acid (VII), starting from ethyl acetylpyruvate and cyanoacetamide, has been reinvestigated and simplified to a five step process. Several derivatives of Ichiba acid have been prepared including the triben
BF 3 ÁOEt 2 -catalyzed methyl group migration of 4-methyl-4-tert-butyldioxycyclohexadienone, which is obtained by ruthenium-catalyzed oxidation of p-cresol with tert-butyl hydroperoxide, in hexafluoro-2propanol/toluene gave toluquinone efficiently. The reaction can be applied to the regio-selective