C–H functionalization of triazolo[a]-annulated 8-azapurines. Issue 21 (25th May 2016)

• Record Type: Journal Article
• Authors: Gorbunov, Evgeny B.; Rusinov, Gennady L.; Ulomsky, Evgeny N.; Rusinov, Vladimir L.; Charushin, Valery N.; Chupakhin, Oleg N.
• Is Part Of: Tetrahedron letters. Volume 57:Issue 21(2016)
• Page Start: 2303
• Page End: 2305
• Publication Date: 2016-05-25
• Subjects: Fused pyrimidines -- 8-Azapurines -- C–H functionalization -- Nucleophilic aromatic substitution of hydrogen; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2016.04.052
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: 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. Abstract: 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 σ H -adducts.