FORMATION OF PHOSPHORANES FROM METHYL MALEANILATES AND RELATED SUBSTRATES WITH TRIPHENYLPHOSPHINE AND THEIR WITTIG OLEFINATIONS WITH AROMATIC-ALDEHYDES

Citation
V. Balasubramaniyan et al., FORMATION OF PHOSPHORANES FROM METHYL MALEANILATES AND RELATED SUBSTRATES WITH TRIPHENYLPHOSPHINE AND THEIR WITTIG OLEFINATIONS WITH AROMATIC-ALDEHYDES, Proceedings of the Indian Academy of Sciences. Chemical sciences, 105(4-5), 1993, pp. 265-271
Citations number
20
Categorie Soggetti
Chemistry
ISSN journal
02534134
Volume
105
Issue
4-5
Year of publication
1993
Pages
265 - 271
Database
ISI
SICI code
0253-4134(1993)105:4-5<265:FOPFMM>2.0.ZU;2-Y
Abstract
An efficient method to obtain phosphoranes from triphenylphosphine (TP P) and maleic anhydride (MA), dialkyl maleates, N-aryl maleimides and methyl N-aryl maleanilates is reported. These stabilised phosphoranes react with aromatic aldehydes to yield E-olefins but fail to react wit h monoketones and 1,2-diketones. With the more reactive triketone, nin hydrin, the reaction is positive. The order of reactivity of these rea gents in olefination appears to be imides = isomaleimides > maleanilat es > dialkyl maleates > anhydrides.