C–H functionalization of triazolo[a]-annulated 8-azapurines

[Display omitted] •Palladium-free direct C–H functionalization of annulated 8-azapurines.•A series of phenol ethers and thiophene was used under oxidative conditions.•Single crystal X-ray data for a new derivative of 8-azapurine are reported. Direct C–H functionalization of triazolo[a]-annulated 8-a...

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Bibliographic Details
Published in:Tetrahedron letters 2016-05, Vol.57 (21), p.2303-2305
Main Authors: Gorbunov, Evgeny B., Rusinov, Gennady L., Ulomsky, Evgeny N., Rusinov, Vladimir L., Charushin, Valery N., Chupakhin, Oleg N.
Format: Article
Language:English
Subjects:
8-Azapurines
C–H functionalization
Fused pyrimidines
Nucleophilic aromatic substitution of hydrogen
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Summary:[Display omitted] •Palladium-free direct C–H functionalization of annulated 8-azapurines.•A series of phenol ethers and thiophene was used under oxidative conditions.•Single crystal X-ray data for a new derivative of 8-azapurine are reported. Direct C–H functionalization of triazolo[a]-annulated 8-azapurines with phenol ethers or thiophene has been performed using the oxidative nucleophilic displacement of a hydrogen on the pyrimidine ring, proceeding through the intermediacy of the corresponding σH-adducts.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2016.04.052