Tetrahedron

Syntheses of alkyl (E)-(1-aryl-2-pyrrolidinylidene) acetates

JP Michael, GD Hosken, AS Howard

Index: Michael,J.P.; Hosken,G.D.; Howard,A.S. Tetrahedron, 1988 , vol. 44, p. 3025

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Citation Number: 34

Abstract

Two methods for the synthesis of the title compounds [3] are presented. The first, and less satisfactory, method uses the sulphide contraction, which involves salt formation between alkyl bromoacetates and N-arylpyrrolidine-2-thiones [2] followed by sulphur extrusion. By- products include N-arylpyrrolidin-2-ones [1] and 3-alkoxycarbonylmethylpyrrolidine-2- thiones [5]. A better route is by way of condensation between ethyl 6-chloro-3- ...

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