Electrochemical Synthesis of Sulfonamide Derivatives Based on the Oxidation of 2,5-Diethoxy-4-Morpholinoaniline in the Presence of Arylsulfinic Acids

Some new sulfonamide
derivatives were synthesized in aqueous solutions
via anodic oxidation of 2,5-diethoxy-4-morpholinoaniline in the presence
of arylsulfinic acids using a commercial carbon anode. In addition,
the formation mechanism of the products was discussed. The obtained
data show that the electrogenerated quinone diimine undergoes a Michael-type
addition reaction with arylsulfinic acids to yield the respective
sulfonamide derivatives. In this work, two different types of products
(mono- and disulfone derivatives) in the same precursor could be isolated
just by controlling the exerted potentials.