Abstract
Novel homoallylic alcohols incorporating sulfone moieties were synthesized by the treatment of different carbonyl compounds with allylic bromides in aqueous mediaviasonochemical Barbier-type reaction conditions. Sulfonation ofα-bromoketones with sodium benzenesulfinate in presence of CuI/2,6-lutidine rapidly gaveβ-keto-sulfones in good yields. In general, ultrasound irradiation offered the advantages of high yields, short reaction times, and simplicity compared to the conventional methods. The structures of all the compounds were confirmed by analytical and spectral data.
Highlights
Ultrasonic assisted organic synthesis as a green synthetic approach is a powerful technique that is being used more and more to accelerate organic reactions [1,2,3,4,5]
Novel homoallylic alcohols incorporating sulfone moieties were synthesized by the treatment of different carbonyl compounds with allylic bromides in aqueous media via sonochemical Barbier-type reaction conditions
Ultrasound irradiation offered the advantages of high yields, short reaction times, and simplicity compared to the conventional methods. e structures of all the compounds were con rmed by analytical and spectral data
Summary
Ultrasonic assisted organic synthesis as a green synthetic approach is a powerful technique that is being used more and more to accelerate organic reactions [1,2,3,4,5]. Synthetic protocols have been developed for allylation of carbonyl compounds in the Barbier reaction including the use of metals such as zinc [20], tin [21], samarium [22], gallium [23], and indium [24]. Indium-mediated allylation reactions in aqueous media o en proceed smoothly at room temperature without any additive, while other metals usually require additives and anhydrous organic solvents [34,35,36,37,38,39,40]. We report the results of the allylation reactions of aldehyde and ketone derivatives containing a sulfone moiety by indium in aqueous media under ultrasound irradiation compared to conventional methods. Mass spectra were recorded on ESI-MS ermo LTQ Orbitrap XL, infusion 5 uL/min, resolution: 100 000 at m/z 400, ca. 10 scans/sample averaged. e aryl sulfones 1a,b were prepared according to the literature [48]
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Free) 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
