An umpolung sulfoxide reagent for use as a functionalized benzyl carbanion equivalent☆

Add time:09/03/2019    Source:sciencedirect.com

N-Methyl ortho-carbamoylaryl benzyl sulfoxides can be used as synthetic equivalents for α-hydroxy, α-chloro, and α-acetammido benzyl carbanions by means of a two-step sequence involving highly diastereoselective α-C-alkylation with alkyl halides followed by displacement of the sulfinyl residue (which can be recovered and recycled) by a hydroxyl, a chlorine or an acetamido, respectively, under non-oxidative Pummerer conditions. The scope and limits of the method, including a stereoselective version of the reaction, as well as the mechanism of the process are discussed in detail.

We also recommend Trading Suppliers and Manufacturers of Methyl(4-phenylbutyl) sulfoxide (cas 15733-02-5). Pls Click Website Link as below: cas 15733-02-5 suppliers

Prev:Short communicationSub-molten salt-acid treatment of LaCoO3 for a highly active catalyst towards propane combustion
Next:A method for generation of α-halo carbanions (carbenoids) from aryl α-haloalkyl sulfoxides with alkylmetals)