Home 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
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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

  • Lenar I. Musin , Andrei V. Bogdanov EMAIL logo , Dmitry B. Krivolapov , Alexey B. Dobrynin , Rashid Z. Musin , Viktor N. Khrustalev and Vladimir F. Mironov
Published/Copyright: March 27, 2015
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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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Received: 2014-9-23
Revised: 2014-12-7
Accepted: 2014-12-8
Published Online: 2015-3-27
Published in Print: 2015-7-1

© 2015 Institute of Chemistry, Slovak Academy of Sciences

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