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Synthesis of new 2-aryl-4-chloro-3-hydroxy-1H-indole-5,7-dicarbaldehydes via Vilsmeier-Haack reaction

✍ Scribed by Bagher Eftekhari-Sis; Maryam Zirak; Ali Akbari; Mohammed M. Hashemi

Publisher: Journal of Heterocyclic Chemistry
Year: 2010
Tongue: English
Weight: 121 KB
Volume: 47
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.338

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✦ Synopsis

Abstract

magnified image New 2‐aryl‐4‐chloro‐3‐hydroxy‐1__H__‐indole‐5,7‐dicarbaldehydes were synthesized in three steps from acetophenone derivatives. By oxidation of acetophenones to aryl glyoxals using selenium dioxide and condensation with acetylacetone in the presence of ammonium acetate in water 3‐acetyl‐5‐aryl‐4‐hydroxy‐2‐methyl‐1__H__‐pyrrols were obtained. 2‐Aryl‐4‐chloro‐3‐hydroxy‐1__H__‐indole‐5,7‐dicarbaldehydes were synthesized via Vilsmeier‐Haack reaction of pyrrole derivatives in moderate yields. J. Heterocyclic Chem., (2010).

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