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Chlorotrimethylsilane-Promoted Condensation of Ketones and Aminoazoles

Chlorotrimethylsilane‐promoted reaction of ketones and aminoazoles (i.e., 3‐amino‐1,2,4‐triazoles, 5‐aminotetrazole) at 2 : 1 ratio resulted in the formation of 4,5‐dihydroazolo[1,5‐a]pyrimidine derivatives as the single regioisomers in 35 – 71% yields. In the case of tert‐butylmethylketone and 5‐am...

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Bibliographic Details
Published in:Journal of heterocyclic chemistry 2012-09, Vol.49 (5), p.1147-1150
Main Authors: Ryabukhin, Sergey V., Naumchik, Vasiliy S., Grygorenko, Oleksandr O., Tolmachev, Andrey A.
Format: Article
Language:English
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Summary:Chlorotrimethylsilane‐promoted reaction of ketones and aminoazoles (i.e., 3‐amino‐1,2,4‐triazoles, 5‐aminotetrazole) at 2 : 1 ratio resulted in the formation of 4,5‐dihydroazolo[1,5‐a]pyrimidine derivatives as the single regioisomers in 35 – 71% yields. In the case of tert‐butylmethylketone and 5‐aminotetrazole as the starting materials, the solvent (dimethylformamide) entered the reaction instead of the second ketone molecule.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.972