Microwave-Assisted Synthesis and Characterization of Certain Oximes, Hydrazones, and Olefins Derived from β-Keto Sulfones

Abstract EN

A new series of β-keto sulfone derivatives containing oximes 4a–e, hydrazones 5a, b, and chalcones 7a–d were prepared using microwave irradiation (MWI) by the reaction of β-keto sulfones 3 with hydroxyl amine, hydrazines, and aromatic aldehydes, respectively.

The comparative study between microwave irradiation and conventional syntheses showed that MWI is effective in the synthesis of the title compounds through shortening of the reaction time and improvements in their yields.

The structures of the synthesized compounds were established under the basis of their spectral data and X-ray single crystal analysis of compound 5a.

The crystal of 5a belongs to triclinic space group P-1, with a=5.7735 (2) Å, b=9.3224 (3) Å, c=13.1696 (5) Å, α=76.411 (1)°, β=89.571 (1)°, γ=79.9380 (9)°, Z=2, V=677.97 (4) Å3, Dc=1.513 Mg m−3, μ=0.44 mm−1, F(000)=320, R=0.026, and wR=0.070 for 2690 observed reflections with I>2σ(I).