An efficient method for the preparation of enantiomerically pure N-acylarylsulfonamides having an asymmetric center at the alpha-position: Condensation of acid chlorides and arylsulfonamides under solid-liquid two-phase conditions

摘要

A convenient synthetic method for the preparation of enantiometrically pure N-acylarylsulfonamides having an asymmetric center at the a-position of the carbonyl group is described. Chiral phenylacetic acids an first converted to the corresponding acid chlorides, which in turn are condensed with arylsulfonamides in the presence of powdered alkaline hydroxide in CH2Cl2, giving the corresponding N-acylarylsulfonamides with good optical and chemical yields. A more convenient one-pot procedure is also possible. [References: 22]