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

Abstract

A new series ofβ-keto sulfone derivatives containing oximes4a–e, hydrazones5a, b, and chalcones7a–dwere prepared using microwave irradiation (MWI) by the reaction ofβ-keto sulfones3with 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 compound5a. The crystal of5abelongs to triclinic space groupP-1, witha=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, andwR=0.070for 2690 observed reflections withI>2σ(I).