Straightforward Route to gamma-Sultams via Novel Tandem S-N/Michael Addition

Research outputpeer-review


A novel tandem approach to trisubstituted gamma-sultams has been developed involving N-alkylation of methanesulfonanilides with EWG-substituted allyl bromides followed by intramolecular Michael addition. A series of various isothiazolidine 1,1-dioxides have been prepared under mild transition-metal-free conditions in high yields and trans-diastereoselectivity (confirmed by X-ray crystallography). The dependence of reactivity on electronic properties of substrates has been investigated.

Original languageEnglish
Number of pages10
Publication statusPublished - 29 Dec 2020

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