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Synthesis of new 2‐aryl‐4‐chloro‐3‐hydroxy‐1 H ‐indole‐5,7‐dicarbaldehydes via Vilsmeier‐Haack reaction
Author(s) -
EftekhariSis Bagher,
Zirak Maryam,
Akbari Ali,
Hashemi Mohammed M.
Publication year - 2010
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.338
Subject(s) - chemistry , indole test , acetophenone , aryl , ammonium acetate , condensation , acetylacetone , pyrrole , organic chemistry , medicinal chemistry , catalysis , alkyl , high performance liquid chromatography , physics , thermodynamics
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).