A. Wagenaar, J. Engberts
Sep 2, 2010
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Journal
Recueil des Travaux Chimiques des Pays-Bas
Abstract
The 2-alkyl- and 2,6-dialkylbenzenesulfonyl chlorides 5a-f were obtained in high yield by chlorination of the correspondingly substituted S-aryl N,N-dialkylthiocarbamates 4a-g. These precursors have been synthesized via the Newman-Kwart rearrangement of the corresponding O-aryl N,N-dialkylthiocarbamates 3a-g, which are easily prepared from the sterically hindered phenols 1a-g. The sulfonyl chlorides 5a-f are readily transformed into the desired 2-alkyl- and 2,6-dialkyl-N,N-dimethylbenzenesulfonamides 6a-f.