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

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Abstract magnified image New 2‐aryl‐4‐chloro‐3‐hydroxy‐1H‐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‐1H‐pyrrols were obtained. 2‐Aryl‐4‐chloro‐3‐hydroxy‐1H‐indole‐5,7‐dicarbaldehydes were synthesized via Vilsmeier‐Haack reaction of pyrrole derivatives in moderate yields. J. Heterocyclic Chem., (2010).