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Formation of phosphoranes from methyl maleanilates and related substrates with triphenylphosphine and their Wittig olefinations with aromatic aldehydes

  • V Balasubramaniyan
  • D B Tongare
  • S S Gosavi
  • S M Babar
Organic
  • 84 Downloads

Abstract

An efficient method to obtain phospharanes from triphenylphosphine (TPP) and maleic anhydride (MA), dialkyl maleates, N-aryl maleimides and methyl N-aryl maleanilates is reported. These stabilised phosphoranes react with aromatic aldehydes to yieldE-olefins but fail to react with monoketones and 1,2-diketones. With the more reactive triketone, ninhydrin, the reaction is positive. The order of reactivity of these reagents in olefination appears to be imides=isomaleimides>maleanilates>dialkyl maleates>anhydrides.

Keywords

Wittig reactions maleic acid derivatives stabilised phosphoranes 

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Copyright information

© Indian Academy of Sciences 1993

Authors and Affiliations

  • V Balasubramaniyan
    • 1
  • D B Tongare
    • 1
  • S S Gosavi
    • 1
  • S M Babar
    • 1
  1. 1.Science Research Centre, Department of ChemistryHPT Arts and RYK Science CollegeNashikIndia

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