The palladium-catalyzed one-pot synthesis of 2,3-deoxy-3-keto aryl C-glycosides is achieved from glycals and anilines in the presence of tert-butyl nitrite and aqueous HBF4 under mild conditions. This one-pot method stereospecifically provides α- and β-aryl glycosides (≥19:1 by NMR) in good yields at room temperature. The configuration at the C-3 position in the glycal determines the anomeric selectivity (i.e., α or β) of the desired products.
An efficient one-pot palladium-catalyzed reaction for the synthesis of diazoles from readily available hydrazides and aryl halide via isocyanide insertion/cyclization sequence has been developed.
The highly reactive 1:1 intermediate produced in the reaction between tert-butyl isocyanide and dialkyl acetylenedicarboxylates is trapped by dialkyl 2-bromomalonates to yield the title compounds in fairly high yields.
A New and Efficient One-pot Synthesis of Trialkyl 6-tert-Butylamino-2H-pyran-2-one-3,4,5-tricarboxylates