Study of reaction between triphenylphosphine and activated acetylenic esters in the presence of benzanilide and some its derivatives

Author:

Hazeri Nourollah1,Maghsoodlou Malek Taher1,Khorassani Sayyed Mostafa Habibi1,Nassiri Mahmoud2,Afarini Zahra1

Affiliation:

1. Department of Chemistry, The University of Sistan and Balouchestan, PO Box 98135-674, Zahedan, Iran

2. Department of Maritime, The University of Chabahar, Chabahar, Iran

Abstract

Triphenylphosphine reacts with dialkyl acetylenedicarboxylates in the presence of NH-acids, such as benzanilide, 2-cyanobenzanilide, N-(2-acetylphenyl)benzamide, 3-nitrobenzanilide and methyl 2-benzamidobenzoate to generate stable phosphorus ylides. These stable ylides exist in solution as a mixture of two geometrical isomers as a result of restricted rotation around the carbon-carbon partial double bond resulting from conjugation of the ylide moiety with the adjacent carbonyl group.

Publisher

SAGE Publications

Subject

General Chemistry

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