A novel multicomponent sulfonylation
of alkenes is described for
the assembly of various β-substituted arylsulfones using cheap
and easily available K2S2O5 as a
sulfur dioxide source. Of note, the procedure does not need any extra
oxidants and metal catalysts and exhibits a relatively wide substrate
scope and good functional group compatibility. Mechanistically, an
initial arylsulfonyl radical is formed involving the insertion of
sulfur dioxide with aryl diazonium salt, followed by alkoxyarylsulfonylation
or hydroxysulfonylation of alkenes.
A novel copper-catalyzed cross-coupling of arylsulfonyl
radicals
with diazo compounds is described for the synthesis of various arylsulfones
under mild conditions. In this reaction, the cheap, environmentally
friendly, and readily available inorganic K2S2O5 is employed as the sulfur dioxide source for providing
arylsulfonyl radicals. In addition, a radical mechanism involving
the insertion of sulfur dioxide with aryl radicals followed by the
coupling of arylsulfonyl radicals with copper carbenes is proposed.
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