Convenient and general synthesis of C-3 substituted het(aryl)indole C-nucleoside analogues from sugar alkynes

The synthesis of C-3 substituted het(aryl)indole C-nucleoside analogues bearing structurally diverse sugar moieties has been achieved by Sonogashira coupling of terminal sugar alkynes and het(aryl) iodides followed by heteroannulation of the corresponding sugar/het(aryl) alkynes with substituted 2-iodoanilines. This method is simple and general, and is suitable for structurally diverse sugars and various het(aryl) iodides. The terminal sugar alkynes include furanosides, pyranosides, and acyclic sugars with sensitive groups and bulky substituents. The het(aryl) iodides involve iodobenzene, iodothiophene, iodobenzothiophene, and iodobenzofuran. 31 examples have been given and the corresponding 2-het(aryl)indole C-nucleoside analogues are obtained in moderate to excellent yields.

Photoredox/Nickel Dual Catalyzed Stereospecific Synthesis of Distal Alkenyl Ketones

The selective C-C bond deconstruction/refunctionalization via a photoredox/nickel dual-catalyzed hydroalkylation of alkynes is developed under mild reaction conditions. In this protocol, a broad range of alkyl- and aryl-alkynes could react...

Reductive Ni-Catalysis for Stereoselective Carboarylation of Terminal Aryl Alkynes

Stereoselective dicarbofunctionalization of terminal aryl alkynes has been achieved through reductive Ni-catalysis. The exclusive regioselective and anti-addition selective alkylarylation of terminal alkynes is accomplished using alkyl iodide and aryl iodide...