Abstract
A facile and efficient synthesis of allylic sulfones via sulfuric acid–mediated three-component reactions of easily available ketene dithioacetals, aldehydes, and arenesulfinic acids is presented. The reaction features low cost and good yields.
GRAPHICAL ABSTRACT
Notes
a Reaction conditions: 1a (1.0 mmol), 2a (2.0 mmol), 3a (3.0 mmol), solvent (5.0 mL), room temperature.
b Isolated yields.
c Stirring at 35 °C.
d 1.2 equiv of 2a was used, and by-product A was isolated in 8% yield.
e 2.0 equiv of 3a was used, and by-product A was isolated in 12% yield.
f With recovery of 26% of 1a.
g No reaction.
h With recovery of 67% of 1a.
a Reaction conditions: 1 (1.0 mmol), 2 (2.0 mmol), 3 (3.0 mmol), H2SO4 (0.5 mmol), MeCN (5.0 mL), room temperature.
b Isolated yields.
c By-product A was isolated in 19% yield.
d Stirring at reflux temperature.
e 3.0 equiv of paraformaldehyde was used.
f TiCl4 (1.5 mmol) used as promoter and CH2Cl2 as solvent.