Alkylation of Sulfonamides with Trichloroacetimidates under Thermal Conditions

作者:Wallach Daniel R; Chisholm John D*
来源:Journal of Organic Chemistry, 2016, 81(17): 8035-8042.
DOI:10.1021/acs.joc.6b01421

摘要

An intermolecular alkylation of sulfonamides with trichloroacetimidates is reported. This transformation does not require an exogenous acid, base, or transition metal catalyst; instead the addition occurs in refluxing toluene without additives. The sulfonamide alkylation partner appears to be only limited by sterics, with unsubstituted sulfonamides providing better yields than more encumbered N-alkyl sulfonamides. The trichloroacetimidate alkylating agent must be a stable cation precursor for the substitution reaction to proceed under these conditions.

  • 出版日期2016-9-2