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First sonochemical, simple and solvent-free synthesis of chiral tert-butanesulfinimines using silica supported p-toluenesulfonic acid

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Abstract A solvent-free, versatile procedure has been developed for the effective synthesis of tert-butanesulfinylimines of a variety of aldehydes using chiral tert-butanesulfinamides under green, sonochemical conditions. This method utilizes silica… Click to show full abstract

Abstract A solvent-free, versatile procedure has been developed for the effective synthesis of tert-butanesulfinylimines of a variety of aldehydes using chiral tert-butanesulfinamides under green, sonochemical conditions. This method utilizes silica supported p-toluenesulfonic acid (pTSA·SiO2) as an efficient, safer and inexpensive catalyst under aerobic conditions. The practicable simplicity, easy preparation of the catalyst from readily available substances, high substrate scope, excellent yields of products in short reaction times and environmentally benign (solvent-free sonochemical) conditions are the exceptional assets of this finding. GRAPHICAL ABSTRACT

Keywords: supported toluenesulfonic; toluenesulfonic acid; tert; solvent free; chiral tert; silica supported

Journal Title: Synthetic Communications
Year Published: 2019

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