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Title: A convenient synthesis of 2(2-benzo[<i>b</i>]furo)indoles and benzofuropyrazoles
Authors: Goudarshivannanavar, B C
Jayadevappa, H
Mahadevan, K M
Keywords: 2-Acetylbenzofuran
phenylhydrazine hydrochloride
zinc chloride
Fisher indole synthesis
Vilsmeier-Haack reaction
Issue Date: Oct-2009
Publisher: CSIR
Abstract: A short synthesis of benzo[<i>b</i>]furo indolyls<b> 3a-g</b> from 2-acetylbenzofuran<b> 1 </b>in two steps and corresponding pyrazoles <b>4a-g </b>is described. An interesting scale-up procedure for the synthesis of 2-acetylbenzofuran is also been reported. Similarly 2-acetylbenzofurohydrazones <b>2a-g</b> is prepared from 2-acetyl benzofuran and with various phenylhydrazine hydrochlorides in presence of CH<sub>3</sub>COONa/EtOH at RT in excellent yield (90-95%). These 2-acetyl benzofurohydrazones <b>2a-g</b> are subjected to Fischer indole cyclisation in presence of ZnCl<sub>2</sub> in acetonitrile as solvent to get 2(2-benzo[<i>b</i>]furo)indoles <b>3a-g </b>in good yield.
Description: 1419-1423
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.48B(10) [October 2009]

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