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2005
Sulfones
Q 0600
11- 104
Potassium Hydroxide Mediated Novel Rearrangement of 2-Alkyl-sulfonyl-2-arylsulfonyl-1-phenylethanones to 1-Aryl-2-(arylsulfonylmethanesulfonyl)ethanones.
— Various bis(alkylsulfonyl)ethanones (II) undergo a title rearrangement in the presence of KOH at 0 °C in 10 min affording the corresponding (III) in good yields. Treatment of (aroyl)arylsulfonylmethanes (IX), (XIII) and (XVI) with alkylsulfonyl chlorides according to E) produces directly the rearrangement products in excellent yields.
Regiospecific introduction of one or two alkyl(s) or an aryl group at the α-position to
the carbonyl group can be achieved depending on the structures of the alkylsulfonyl
groups. — (BIN, J. K.; LEE, J. S.; KIM*, K.; Org. Lett. 6 (2004) 23, 4297-4300; Sch.
Chem. Mol. Eng., Seoul Natl. Univ., Seoul 151-742, S. Korea; Eng.) — Steudel
2005
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