Arylation of diethyl malonate via nucleophilic substitution reactions with cyclopentadienyliron complexes of chloroarenes

AS Abd-El-Aziz, CC Lee, A Piorko…

Index: Abd-El-Aziz, Alaa S.; Lee, Choi Chuck; Piorko, Adam; Sutherland, Ronald G. Synthetic Communications, 1988 , vol. 18, # 3 p. 291 - 300

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Citation Number: 22

Abstract

Abstract Reaction of an η6-chloroarene-η5-cyclopentadienyl-iron hexafluorophosphate with diethyl malonate in the presence of K2CO3 in THF/DMSO gave a corresponding SN-Ar product, η6-diethyl arylmalonate-η5-cyclopentadienyliron hexafluorophosphate, which, upon pyrolytic sublimation, resulted in the liberation of the arylated malonic ester. Such esters prepared in the present work included RPhCH (COOEt) 2, with R= o-, m-or p-CH3, ...