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Alkylation of Sulfonamides with Trichloroacetimidates under Thermal Conditions

Daniel R. Wallach and John D. Chisholm*

*Department of Chemistry, 1-014 Center for Science and Technology, Syracuse University, Syracuse, New York 13244, United States, Email:

D. R. Wallach, J. D. Chisholm, J. Org. Chem., 2016, 81, 8035-8042.

DOI: 10.1021/acs.joc.6b01421

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An intermolecular alkylation of sulfonamides with trichloroacetimidates occurs in refluxing toluene without additives. Unsubstituted sulfonamides provide better yields than more encumbered N-alkyl sulfonamides, whereas the trichloroacetimidate alkylating agent must be a stable cation precursor.

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Key Words


ID: J42-Y2016