Ni-Catalyzed Cross-Electrophile Coupling of Aryl Triflates with Thiocarbonates via C-O/C-O Bond Cleavage

A nickel-catalyzed reductive coupling of aryl triflates with thiocarbonates is reported here. Both electron-rich and -deficient aryl C(sp(2))-O electrophiles as well as a class of O-tBu S-alkyl thiocarbonates are compatible with the optimized reaction conditions, as evidenced by 49 examples. The reaction also proceeds with good chemoselective cleavage of the C-O bond with regard to thioesters. This work broadens the scope of nickel-catalyzed reductive cross-electrophile coupling reactions.

Automated summary

A nickel-catalyzed reductive coupling of aryl triflates with thiocarbonates was reported, showing compatibility with various aryl C(sp(2))-O electrophiles and O-tBu S-alkyl thiocarbonates. The reaction demonstrated good chemoselectivity in cleaving C-O bonds compared to thioesters. This work expands the scope of nickel-catalyzed reductive cross-electrophile coupling reactions.