General Approach to Five-Membered Nitrogen Heteroaryl C-Glycosides Using a Palladium/Copper Cocatalyzed C-H Functionalization Strategy

Article abstract of DOI:10.1021/acs.orglett.7b01583

A general approach to the synthesis of diverse heteroaryl-C-Δ^1,2-glycosides has been developed by employing the Pd(OAc)₂/CuI cocatalyzed direct cross-coupling of five-membered nitrogen heterocycles with 1-iodoglycals in a C-H activation manner. Using this method, 27 examples of heteroaryl-C-Δ^1,2-glycosides, containing indoles, thiazoles, benzothiazoles, imidazoles, benzimidazoles, and benzoxazoles as aglycones were obtained in 43-99% yield.