RSC Advances

Indoles via Knoevenagel–Hemetsberger reaction sequence

…, P Pollet, KW Richman, W DuBay, JD Butler, G Wells…

Index: Heaner Iv, William L.; Gelbaum, Carol S.; Gelbaum, Leslie; Pollet, Pamela; Richman, Kent W.; Dubay, William; Butler, Jeffrey D.; Wells, Gregory; Liotta, Charles L. RSC Advances, 2013 , vol. 3, # 32 p. 13232 - 13242

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Citation Number: 10

Abstract

A series of substituted indoles have been synthesized by the sequential reaction of aromatic aldehydes with ethyl azidoacetate in the presence of sodium ethoxide to form the corresponding ethyl α-azido-β-arylacrylates (Knoevenagel process) followed by a solvent mediated thermolysis (Hemetsberger process). The isolated yields of the ethyl α-azido-β- arylacrylates were significantly increased when employing the sacrificial electrophile ethyl ...