Ruthenium-Catalyzed Regioselective C7–H Arylation of 2-(Het)aryl[1,2,4]triazolo[1,5-a]pyrimidines with Aryl Halides

Unusual direction of the C–H arylation of 2-(het)aryl[1,2,4]triazolo[1,5- a ]pyrimidines with (het)aryl halides under catalysis by ruthenium(II) complexes has been revealed. The reaction involved activation of the C 7 –H bond rather than the C α –H bond of the (het)aryl substituent at C 2 of the tri...

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Bibliographic Details
Published in:Russian journal of organic chemistry 2024-06, Vol.60 (6), p.1042-1050
Main Authors: Shepelenko, K. E., Gnatiuk, I. G., Chernyshev, V. M.
Format: Article
Language:English
Subjects:
Aromatic compounds
Bromides
Chemistry
Chemistry and Materials Science
Halides
Hydrogen bonds
Organic Chemistry
Pyrimidines
Ruthenium
Ruthenium compounds
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Summary:Unusual direction of the C–H arylation of 2-(het)aryl[1,2,4]triazolo[1,5- a ]pyrimidines with (het)aryl halides under catalysis by ruthenium(II) complexes has been revealed. The reaction involved activation of the C 7 –H bond rather than the C α –H bond of the (het)aryl substituent at C 2 of the triazolopyrimidine core. The arylation of 2-substituted [1,2,4]triazolo[1,5- a ]pyrimidines with (het)aryl bromides afforded a series of 7-(het)aryl derivatives in good yields.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428024060095