The preparation of novel thiophene-based macrocyclic Mannich bases

JDE Chaffin, JM Barker, PR Huddleston

Index: Chaffin; Barker; Huddleston Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 12 p. 1398 - 1405

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Citation Number: 8

Abstract

A range of macrocyclic thiophene-based Mannich bases containing 10–22-membered rings has been prepared. The starting materials for the synthesis were substances of the type ArO– Z–OAr (where Ar= 2-methoxycarbonyl-3-thienyl and Z= alkyl or heteroalkyl), which were made by the reaction of α, ω-dihalides or-bis (toluene-p-sulfonate) s with two moles of methyl 3-hydroxythiophene-2-carboxylate. Saponification and subsequent ...