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Contribution to the Transformations of 1-Thioflavonoids with Hypervalent Oxidants

✍ Scribed by Somogyi, László

Publisher: John Wiley and Sons
Year: 1994
Tongue: English
Weight: 167 KB
Volume: 1994
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.199419940920

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✦ Synopsis

Abstract

Permanganate oxidation transforms 1‐thioflavanone (1a) to the corresponding 1,1‐dioxide 1c. Periodate oxidation of 1a affords in the cold mainly the corresponding sulfoxide 1b, and that of 1a or 1‐thioflavone 1‐oxide (2b) provides on heating 1‐thioflavone 1,1‐dioxide (2c). Since 1b is resistant to ceric ammonium nitrate (CAN) the mechanism of the dehydrogenation reaction of 1a with CAN furnishing 1‐thioflavone (2a) with transient formation of 1b, as suggested in the literature, is questionable.

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