Divergent upgrading pathways of sulfones with primary alcohols: nickel-catalyzed α-alkylation under N2 and metal-free promoted β-olefination in open air

Abstract

We report here our findings on the diverse reaction results of sulfones and alcohols. In the presence of NiCl₂/P(t-Bu)₃ and under a N₂ atmosphere, α-C-alkylation of sulfones with alcohols occurs through a borrowing-hydrogen mechanism; when the reaction was carried out in the open air without nickel, the product was not the predicted α,β-unsaturated sulfone, but the β-alkenyl sulfone, which is a useful building block in organic synthesis.