Visible-light-promoted sulfenylation of 6-aminouracils under catalyst-free conditions

Visible-light-promoted reactions have proven to be a decent strategy for the synthesis of complex molecules. Here, we report a catalyst-free method for the sulfenylation of 6-aminouracils which uses visible light as a source of clean and eco-energy. Uracils are pyrimidine derivatives and many of the...

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Bibliographic Details
Published in:New journal of chemistry 2022-08, Vol.46 (34), p.16523-16529
Main Authors: Saikia, B. Shriya, Borpatra, Paran J, Rahman, Iftakur, Deb, Mohit L, Baruah, Pranjal K
Format: Article
Language:English
Subjects:
Catalysts
Chemical synthesis
Clean energy
Dimethyl sulfoxide
Fluorescence
Room temperature
Substrates
Thiols
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Summary:Visible-light-promoted reactions have proven to be a decent strategy for the synthesis of complex molecules. Here, we report a catalyst-free method for the sulfenylation of 6-aminouracils which uses visible light as a source of clean and eco-energy. Uracils are pyrimidine derivatives and many of them are biologically potent. When 6-aminouracil and its derivatives are reacted with different thiols under the irradiation of a compact fluorescent light (CFL, 20 W) in dimethyl sulfoxide solvent in an open reaction vessel at room temperature, sulfenylation takes place at the 5-position of 6-aminouracils and forms a new CS bond. The products are obtained in 5994% yields. This photochemical transformation without using any catalyst makes the method even more valuable. A wide range of 6-aminouracil substrates are well tolerated for the sulfenylation. The disulfide, a potential therapeutic, can also be synthesized under these conditions which is an added advantage of the method. Visible-light-promoted reactions have proven to be a decent strategy for the synthesis of complex molecules.
ISSN:1144-0546
1369-9261
DOI:10.1039/d2nj01941h