In connection with the photodynamic action of the biological systems, photosensitized oxygenation of a thiazole was investigated. Photooxidation of 2,4,5-triphenylthiazole in methanol in the presence of rose bengal resulted in the formation of benzil and benzamide. On the other hand, photooxidation of 2,4,5-triphenylthiazole in chloroform containing methylene blue as a sensitizer gave N,N-dibenzoylthiobenzamide in good yield. Possible mechanisms for these reactions, involving an endo-peroxide or a zwitterionic peroxide, are discussed.

Photosensitized oxygenation of 2,4,5-triphenylthiazole in methanol with rose bengal produces benzil and benzamide, while in chloroform with methylene blue, yields N,N-dibenzoylthiobenzamide.

Paper

Photoinduced Reactions. XXXIV. Photosensitized Oxygenation of 2,4,5-Triphenylthiazole

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