Photochemical synthesis of 4(5)-nitro-2-arylimidazoles
Journal of the Chemical Society - Perkin Transactions 1, ISSN: 0300-922X, Issue: 2, Page: 271-273
1998
- 16Citations
- 1Captures
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Article Description
The irradiation at λ > 300 nm of 4(5)-nitro-2-iodoimidazole in acetonitrile in the presence of benzene gives the corresponding 2-phenyl substituted derivative. The same behaviour has been observed using m-xylene and thienyl derivatives. While the yields are nearly quantitative for benzene, m-xylene and thiophene as the aromatic partner of the imidazole derivative, the yields decrease to 50% when 2-methyl-and 2-chloro-thiophene are used as reagents. The compounds obtained by coupling of 4(5)-nitro-2-iodoimidazole and m-xylene, thiophene, 2-methylthiophene and 2-chlorothiophene have not been reported before. The observed behaviour can be explained on the basis of the previous reported data on the mechanism of the photochemical arylation of halogenothiophene.
Bibliographic Details
Royal Society of Chemistry (RSC)
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