Divergent upgrading pathways of sulfones with primary alcohols: nickel-catalyzed α-alkylation under N2 and metal-free promoted β-olefination in open air. Issue 5 (19th December 2022)

• Record Type: Journal Article
• Authors: Yu, Haiping; Fu, Kaiyue; Yang, Guang; Liu, Mengyu; Yang, Peng; Liu, Tao
• Is Part Of: Chemical communications. Volume 59:Issue 5(2023)
• Page Start: 615
• Page End: 618
• Publication Date: 2022-12-19
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d2cc05882k
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Coupling of sulfones and alcohols catalyzed by Ni(OAc)2 /P( t -Bu)3 undergoes α-alkylation while β-olefination proceeds in the presence of a base and 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.