Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Photoinduced Reactions. XXXIV. Photosensitized Oxygenation of 2,4,5-Triphenylthiazole
Teruo MatsuuraIsao Saito
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1969 Volume 42 Issue 10 Pages 2973-2975

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Abstract

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.

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