Alkylation of Sulfonamides with Trichloroacetimidates under Thermal Conditions

Daniel R. Wallach, John D. Chisholm

Research output: Contribution to journalArticlepeer-review

24 Scopus citations


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.

Original languageEnglish (US)
Pages (from-to)8035-8042
Number of pages8
JournalJournal of Organic Chemistry
Issue number17
StatePublished - Sep 2 2016

ASJC Scopus subject areas

  • Organic Chemistry


Dive into the research topics of 'Alkylation of Sulfonamides with Trichloroacetimidates under Thermal Conditions'. Together they form a unique fingerprint.

Cite this