PYROLYSIS OF O-ALLYL SALICYLIC AMIDES AND ESTERS, AND RELATED-COMPOUNDS - FORMATION OF ISOINDOLONES AND PHTHALIDES

Citation
M. Black et al., PYROLYSIS OF O-ALLYL SALICYLIC AMIDES AND ESTERS, AND RELATED-COMPOUNDS - FORMATION OF ISOINDOLONES AND PHTHALIDES, Journal of the Chemical Society. Perkin transactions. I, (2), 1994, pp. 155-159
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
2
Year of publication
1994
Pages
155 - 159
Database
ISI
SICI code
0300-922X(1994):2<155:POOSAA>2.0.ZU;2-4
Abstract
Flash vacuum pyrolysis of O-allyl salicylic alkylamides and alkyl este rs gives isoindolones and phthalides, respectively, in low (20-40%) yi eld. The:mechanism involves generation of the phenoxyl radical, regios pecific hydrogen-atom transfer from the alkylamide (or alkyl ester) gr oup and cyclisation. A similar sequence was observed with thiophenoxyl radicals.