80427-86-7Relevant articles and documents
Condensation of 3-Methylbenzoxazolinone with α,β-Unsaturated Acids
Merdji, B.,Lesieur, D.,Lespagnol, C.,Barbry, D.,Couturier, D.
, p. 1223 - 1227 (2007/10/02)
The reaction between 3-methylbenzoxazolinone and some unsaturated acids in PPA leads to mixtures of compounds, depending on the acid: 6-crotonyl-(or cinnamoyl)-3-methylbenzoxazolinones, 2,3-dihydro-2,5-(or 2,7)dioxo-3-methylcyclopentabenzoxazoles and 6-(3-oxo-indanyl)-3-methylbenzoxazolinones.The structure of the products was established by 13C and 1H nmr spectroscopy and (or) by independent synthesis.Possible mechanisms of the reaction are discussed; when competition is possible as in the last step of the cyclization, the benzene ring shows a higher reactivity than the aromatic nucleus of the benzoxazolinone: the contrary is observed when the benzene ring is p-chloro-substituted.
