Abstract
Maleic anhydride undergoes C-phosphorylation under the action of tris(diethylamino)phosphine to afford 3-dihydrofuranylidene-4-phosphorylidene-oxolane-2,5,5′-trione whereas 2,3-diphenylmaleic anhydride under the same conditions turns into N,N,N′,N′-tetraethyl-2,3-diphenylbut-2-enediamide. The latter reaction can serve as a novel approach for the synthesis of dicarboxylic acids diamides from corresponding cyclic anhydrides. Their structures were established by NMR and X-ray diffraction.
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Musin, L.I., Bogdanov, A.V., Krivolapov, D.B. et al. Novel pathways of interaction of maleic anhydride derivatives with phosphorus(III) compounds: synthesis and characterisation of N,N,N′,N′-tetraethyl-2,3-diphenylbut-2-enediamide and 3-dihydrofuranylidene-4-phosphorylidene-oxolane-2,5,5′-trione. Chem. Pap. 69, 1012–1015 (2015). https://doi.org/10.1515/chempap-2015-0094
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DOI: https://doi.org/10.1515/chempap-2015-0094