Thiocarbonyl Photochemistry: The Photoreactions of Pyrimidine-2-thione Derivative with Alkynes and Alkenes

The photocycloaddition of pyrimidine-2-thione derivative 1 to alkynes 2a-c and alkenes 7 and 11 are studied. Irradiation of a dioxane solution of 1 in the presence of alkynes 2a-c produced the thiol derivatives 3a-c through ring cleavage of thietene 5. Irradiation of 1 in the presence of alkenes 7 a...

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Bibliographic Details
Published in:Phosphorus, sulfur, and silicon and the related elements sulfur, and silicon and the related elements, 2007-09, Vol.182 (9), p.2171-2177
Main Authors: Mohamed, Nadia Ragab, El-Saidi, Manal M. T., Ali, Yasser Mahmoud, Nada, Afaf A.
Format: Article
Language:English
Subjects:
alkenes
alkynes
high pressure mercury lamp
photocycloaddition
Thiocarbonyl
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Summary:The photocycloaddition of pyrimidine-2-thione derivative 1 to alkynes 2a-c and alkenes 7 and 11 are studied. Irradiation of a dioxane solution of 1 in the presence of alkynes 2a-c produced the thiol derivatives 3a-c through ring cleavage of thietene 5. Irradiation of 1 in the presence of alkenes 7 and 11 under the same conditions produced the corresponding photoproducts 10 and 13, respectively. The structure of all products was confirmed by analytical and spectral data.
ISSN:1042-6507
1563-5325
DOI:10.1080/10426500701407532