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Grignard reagent-mediated conversion of an acyl nitroso-anthracene cycloadduct to a nitrone.
- Source :
-
The Journal of organic chemistry [J Org Chem] 2006 Nov 24; Vol. 71 (24), pp. 9221-4. - Publication Year :
- 2006
-
Abstract
- An intramolecular hetero-Diels-Alder cycloadduct of an acyl nitroso compound and a 9,10-dimethyl anthracene derivative was prepared as a potential nitroxyl (HNO) donor. This compound did not release HNO under any of the conditions tested. Treatment of this cycloadduct with excess MeMgCl resulted in the formation of a nitrone, whose structure was confirmed by X-ray crystallography. A mechanism where MeMgCl acts as a nucleophile, strong base, and Lewis acid possibly explains the formation of this product.
Details
- Language :
- English
- ISSN :
- 0022-3263
- Volume :
- 71
- Issue :
- 24
- Database :
- MEDLINE
- Journal :
- The Journal of organic chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 17109552
- Full Text :
- https://doi.org/10.1021/jo0615192