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IJC-B Vol.48B(10) [October 2009] >


Title: A convenient synthesis of 2(2-benzo[b]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[b]furo indolyls 3a-g from 2-acetylbenzofuran 1 in two steps and corresponding pyrazoles 4a-g is described. An interesting scale-up procedure for the synthesis of 2-acetylbenzofuran is also been reported. Similarly 2-acetylbenzofurohydrazones 2a-g is prepared from 2-acetyl benzofuran and with various phenylhydrazine hydrochlorides in presence of CH3COONa/EtOH at RT in excellent yield (90-95%). These 2-acetyl benzofurohydrazones 2a-g are subjected to Fischer indole cyclisation in presence of ZnCl2 in acetonitrile as solvent to get 2(2-benzo[b]furo)indoles 3a-g in good yield.
Page(s): 1419-1423
ISSN: 0975-0983(Online); 0376-4699(Print)
Source:IJC-B Vol.48B(10) [October 2009]

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