An Improved Synthesis of Arenedicarboximides by Phosphine-Assisted Annulation of Arene-1,2-Dicarbaldehyde with N-Substituted Maleimide
Mitsunori Oda,
Haruki Shimosasa,
Yoshimitsu Kumai,
Akira Ohta,
Ryuta Miyatake
Issue:
Volume 2, Issue 4, August 2014
Pages:
29-35
Received:
30 October 2014
Accepted:
15 November 2014
Published:
18 November 2014
Abstract: Various arene-1,2-dicarbaldehydes react with N-substituted maleimides in the presence of trialkylphosphine in refluxing dioxane to afford the title compounds in good yields, which are better than those in a similar reaction using triethylphosphite reported by Haddadin et al. Many products were isolated by direct filtration from the reaction mixtures and washing with a suitable solvent. Application of the method to synthesis of diimides is also reported.
Abstract: Various arene-1,2-dicarbaldehydes react with N-substituted maleimides in the presence of trialkylphosphine in refluxing dioxane to afford the title compounds in good yields, which are better than those in a similar reaction using triethylphosphite reported by Haddadin et al. Many products were isolated by direct filtration from the reaction mixture...
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