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Article Dans Une Revue Journal of Organic Chemistry Année : 2021

SO2F2-Mediated N-Alkylation of Imino-Thiazolidinones

Résumé

The N-alkylation of ambident and weakly nucleophilic imino-thiazolidinones has been developed via substitution with alkyl fluorosulfonates. These reactive electrophiles are obtained through the transformation of non-toxic, economic, and commercially available alcohol derivatives on exposure to SO 2 F 2 gas. The use of electron-withdrawing groups and DMAc as solvent affords a (Z)-and N-endocyclic selectivity for the easy introduction of a variety of alkyl and polyfluoroalkyl chains.

Domaines

Chimie organique
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Dates et versions

hal-03325274 , version 1 (24-08-2021)

Identifiants

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Laura Santos, Morgan Donnard, Armen Panossian, Jean-Pierre Vors, Peter Jeschke, et al.. SO2F2-Mediated N-Alkylation of Imino-Thiazolidinones. Journal of Organic Chemistry, inPress, ⟨10.1021/acs.joc.1c01247⟩. ⟨hal-03325274⟩
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