Copper(i)-catalyzed benzylation of triazolopyridine through direct C–H functionalization. Issue 32 (30th July 2019)

• Record Type: Journal Article
• Authors: Reddy Lonka, Madhava; Zhang, Jinquan; Gogula, Thirupathi; Zou, Hongbin
• Is Part Of: Organic & biomolecular chemistry. Volume 17:Issue 32(2019)
• Page Start: 7455
• Page End: 7460
• Publication Date: 2019-07-30
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c9ob01433k
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Copper-catalyzed benzylation of triazolopyridine with N -tosylhydrazones through cross-coupling of a C(sp 2 )–C(sp 3 ) bond was developed. Abstract : A general and efficient copper-catalyzed benzylation reaction of triazolopyridine with N -tosylhydrazones was developed. This reaction forms a C(sp 2 )–C(sp 3 ) bond through cross-coupling, and represents an exceedingly practical method to afford 3-benzylated triazolopyridines in moderate to good yields. A proposed mechanistic pathway underlying this reaction was outlined. This catalytic transformation should enable broad synthetic applications in functionalization chemistry, allowing the synthesis of new pharmaceutically relevant triazolopyridine derivatives.