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Multi-step synthesis of benzopyranones via a key step involving reaction of the intermediate compound with phenyltrimethylammonium tribromide

✍ Scribed by T. Javed; S. S. Kahlon

Publisher: Journal of Heterocyclic Chemistry
Year: 2002
Tongue: English
Weight: 39 KB
Volume: 39
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570390404

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✦ Synopsis

Abstract

Base catalysed condensation of a substituted 2‐hydroxyacetophenone with acetic anhydride and sodium acetate followed by cyclization of the intermediate with acid gave substituted 3‐acetyl‐2‐methyl‐4__H__‐1‐benzopyran‐4‐ones. These were then brominated with phenyltrimethylammonium tribromide (PTT) to yield the desired 3‐(2‐bromoacetyl)benzopyran‐4‐ones. The latter compound on treatment with primary and secondary aryl or alkyl amines, gave the corresponding benzopyran‐4‐one derivatives.

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