Photosensitized oxygenation of diethyl sulfide in the presence of wketo carboxylic acids caused oxidative decarboxylation of the acids by persulfoxide and gave carboxylic acids, carbon dioxide, diethyl sulfoxide and diethyl sulfone.
Oxidative decarboxylation of α-keto carboxylic acids by carbonyl oxides
✍ Scribed by Wataru Ando; Hajime Miyazaki; Takeshi Akasaka
- Publisher
- Elsevier Science
- Year
- 1982
- Tongue
- French
- Weight
- 194 KB
- Volume
- 23
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Photosensitized oxygenation of a-keto carboxylic acids in the presence of diazo compounds afforded the corresponding carboxylic acids and carbon dioxide in high yields; oxidative decarboxylation by carbonyl oxides occurred. Hydroxylations catalyzed by several dioxygenases require cc-keto carboxylic acid as co-factor. Half a mole of molecular oxygen is introduced into substrate ( S-H ) while the other half is taken up by the cr-keto carboxylic acid which undergoes oxidative decarboxylation; in this system the cr-keto
📜 SIMILAR VOLUMES
a-Oxo-carboxylic acids undergo photo-oxidative decarboxylation from both C-l and C-2 positions, and reaction does not involve singlet oxygen: a mechanism involving an electron transfer reaction is postulated.