[(Aminomethyl) aryloxy] acetic acid esters. A new class of high-ceiling diuretics. 3. Variation in the bridge between the aromatic rings to complete mapping of the …

JJ Plattner, YC Martin, JR Smital, CM Lee…

Index: Plattner; Martin; Smital; et al. Journal of Medicinal Chemistry, 1985 , vol. 28, # 1 p. 79 - 93

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Citation Number: 9

Abstract

The first key synthetic strategy for essentially all of the target compounds was to develop the appropriate methodology in order to generate the requisite bridge between the salicylamine and (dich1orophenoxy) acetate residues. This was accomplished by Friedel-Crafts chemistry for the diketone and sulfone compounds, by a nucleophilic displacement reaction for the ether-linked analogues (1 la, llb, and 28), and by a simple acylation for benzanilide ...