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: jdchishosyr.edu
D. R. Wallach, J. D. Chisholm, J. Org. Chem., 2016, 81, 8035-8042.
DOI: 10.1021/acs.joc.6b01421
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Abstract
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