31 research outputs found

    Lithium Bromide-Promoted Formal C(sp<sup>3</sup>)–H Bond Insertion Reactions of β‑Carbonyl Esters with Sulfoxonium Ylides to Synthesize 1,4-Dicarbonyl Compounds

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    A LiBr-promoted formal C(sp3)–H bond insertion reaction between β-carbonyl esters and sulfoxonium ylides is established. This practical reaction has a wide range of substrate scope for both β-carbonyl esters and sulfoxonium ylides to give a variety of 1,4-dicarbonyl compounds with 43–94% yields. The reaction features transition-metal-free reaction conditions and exclusive C-alkylation chemselectivity. The use of bench-stable sulfoxonium ylides overcomes previous methods that require transition metal as catalysts and unstable diazo compounds or toxic haloketones as alkylation reagents
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