Abstract
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 language | English (US) |
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Pages (from-to) | 8035-8042 |
Number of pages | 8 |
Journal | Journal of Organic Chemistry |
Volume | 81 |
Issue number | 17 |
DOIs | |
State | Published - Sep 2 2016 |
ASJC Scopus subject areas
- Organic Chemistry