Organic Letters
Organic Letters
4 years ago

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

General Approach to Five-Membered Nitrogen Heteroaryl C-Glycosides Using a Palladium/Copper Cocatalyzed C–H Functionalization Strategy
You-Hong Niu, Xin-Shan Ye, Shuo Zhang
A general approach to the synthesis of diverse heteroaryl-C-Δ1,2-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-Δ1,2-glycosides, containing indoles, thiazoles, benzothiazoles, imidazoles, benzimidazoles, and benzoxazoles as aglycones were obtained in 43–99% yield.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01583

DOI: 10.1021/acs.orglett.7b01583

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