Abstract

AbstractHerein, we report a C−S cross‐coupling reaction between alkyl thiols or aryl thiols and ortho‐substituted arylboronic acids that proceeds in the presence of an inexpensive and ligand‐free NiCl2 ⋅ 6H2O salt and N‐methylmorpholine, a weak base, at 25 °C in air. The presence of coordinating and electron‐withdrawing groups at the ortho‐position of the arylboronic acids played a crucial role in determining the efficiency of the reaction. X‐ray crystallographic analysis revealed that the [NiCl2(DMF)2(H2O)2] complex was formed in‐situ. The complex is an excellent precursor of the active nickel species. The reaction offers an extremely mild and operationally convenient method to access a wide variety of alkyl aryl sulfides and diaryl sulfides without using expensive transition metals, such as palladium, gold, and rhodium, and specialized and expensive ligands.

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