Ru(II)-Catalyzed Divergent Amidation and Homocoupling of β-Ketosulfoxonium Ylides: Selective Access to α-Ketoamides and α,α,β-Tricarbonyl Sulfoxonium Ylides

Ajay Kant Gola

doi:10.1002/adsc.70264

Ru(II)-Catalyzed Divergent Amidation and Homocoupling of β-Ketosulfoxonium Ylides: Selective Access to α-Ketoamides and α,α,β-Tricarbonyl Sulfoxonium Ylides

2025-12-10

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Ajay Kant Gola

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Satyendra Kumar Pandey *

DOI：10.1002/adsc.70264

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A divergent Ru(II)-catalyzed protocol for the efficient transformation of β-ketosulfoxonium ylides into two distinct molecular scaffolds under mild conditions has been developed. In the presence of [Ru(p-cymene)Cl2]2 and Cu(OAc)2·H2O, selective amidation with primary or secondary amines provides biologically relevant α-ketoamides, whereas homocoupling in the absence of amines affords less explored α,α,β-tricarbonyl sulfoxonium ylides. Both pathways proceed via a common Ru-carbene intermediate and exhibit broad substrate scope and functional group tolerance. The synthetic utility is further demonstrated by downstream transformations, including heterocycle formation and late-stage modifications.

Keywords:

α,α,β-tricarbonyl sulfoxonium ylides

α-ketoamides

homocoupling

Ru-carbene intermediate

ruthenium catalysis

Ru(II)-Catalyzed Divergent Amidation and Homocoupling of β-Ketosulfoxonium Ylides: Selective Access to α-Ketoamides and α,α,β-Tricarbonyl Sulfoxonium Ylides

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