ArticleThe Journal of organic chemistry2016
Alkylation of Sulfonamides with Trichloroacetimidates under Thermal Conditions.
Article in The Journal of organic chemistry, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
10 citing papers in PubMed.
- Direct carbonyl reductive functionalizations by diphenylphosphine oxide.Science advances · 2025Article
- Formation of PyrroloindolinesTetrahedron letters · 2021Article
- Dialkylation of Indoles with Trichloroacetimidates to Access 3,3-Disubstituted Indolenines.Molecules (Basel, Switzerland) · 2019Article
- Ester Formation via Symbiotic Activation Utilizing Trichloroacetimidate Electrophiles.The Journal of organic chemistry · 2019Article
- Friedel-Crafts Alkylation of Indoles with Trichloroacetimidates.Tetrahedron letters · 2019Article
- Visible-Light, Iodine-Promoted Formation ofMolecules (Basel, Switzerland) · 2018Article
- Promoter free allylation of trichloroacetimidates with allyltributylstannanes under thermal conditions to access the common 1,1'-diarylbutyl pharmacophore.Organic & biomolecular chemistry · 2018Article
- Synthesis of 1,1'-Diarylethanes and Related Systems by Displacement of Trichloroacetimidates with Trimethylaluminum.The Journal of organic chemistry · 2018Article
- Synthesis of 3,3'-Disubstituted Indolenines Utilizing the Lewis Acid Catalyzed Alkylation of 2,3-Disubstituted Indoles with Trichloroacetimidates.Synlett : accounts and rapid communications in synthetic organic chemistry · 2017Article
- Rearrangement of Benzylic Trichloroacetimidates to Benzylic Trichloroacetamides.The Journal of organic chemistry · 2017Article
Corrections and comments
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Authors and funding
2 authors.
Funding
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.
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Registered trials
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