Dimerization products of substituted 1,2-benzoquinones
β Scribed by Watson, W. H. ;Nagl, A. ;Steglich, W. ;Ebert, B.
- Book ID
- 114505798
- Publisher
- International Union of Crystallography
- Year
- 1988
- Tongue
- English
- Weight
- 549 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0108-2701
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π SIMILAR VOLUMES
The 2,5-bisacrylate-substituted 1,4-benzoquinone bisketal 7a was synthesized by electrochemical oxidation of the corresponding dimethoxybenzene 6. The methyl ester 7a was transesterified to the corresponding ethyl, n-propyl and isopropyl esters 7bΟͺ7d by Ti(OEt) 4 catalysis and to the corresponding n
afforded Diels-Alder adduct 14 and fragmentation product 32 with 2 and 3 respectively whereby reaction occurred on the less substituted double bond. No adducts were isolated upon treatment of naphthoquinone-sulfide 22 with either 2 or 3. The Diels-Alder adducts of benzoquinone-sulfoxide 9 and naphth