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Reactions of 3-acyl-substituted 2H-1-benzopyran-2-ones with acid anhydrides, II

✍ Scribed by Bojilova, Anka ;Rodios, Nestor ;Nicolova, Rositsa ;Ivanov, Christo

Publisher: John Wiley and Sons
Year: 1991
Tongue: English
Weight: 587 KB
Volume: 1991
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.1991199101220

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✦ Synopsis

Abstract

3‐Pivaloyl‐2__H__‐1‐benzopyran‐2‐one (6) reacts with acid anhydrides in the presence of triethylamine to give 4‐(2‐oxoalkyl)‐2‐oxochromans 7 and 3‐pivaloyl‐2‐oxochroman (8) in moderate yields. Also 3‐propionyl‐ and 3‐isobutyryl‐2__H__‐1‐benzopyran‐2‐ones (9) react with acid anhydrides under the same reaction conditions to give 4‐(2‐oxoalkyl)‐2‐oxochromans 10 and pyrano[3,4‐c][2__H__]chromenes 11 as the main products. A mechanistic explanation for the formation of these compounds is proposed.

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