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