C-aryl glycosides are an important kind of carbohydrate derivatives for
drug discovery, due to their distinctive attributes of resistance to
hydrolysis from enzymes. Herein, C-aryl glycosylation was established
for the synthesis of 2-sulfur C-aryl glycals and
1,2-dihydrobenzofuran-fused C-aryl glycosides via interrupted Pummerer
process, featured with sulfonium-tethered [3,3]-sigmatropic
rearrangement between sulfoxide glycals and phenols. This protocol
offers a broad substrate scope with diverse glycosyl and phe-nols.
Dapagliflozin, Empagliflozin, and Ipragliflozin analogs were
straightforward achieved, respectively.