ArticleSynlett : accounts and rapid communications in synthetic organic chemistry2017
Synthesis of 3,3'-Disubstituted Indolenines Utilizing the Lewis Acid Catalyzed Alkylation of 2,3-Disubstituted Indoles with Trichloroacetimidates.
Article in Synlett : accounts and rapid communications in synthetic organic chemistry, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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Who cites it
4 citing papers in PubMed, 8 citations in OpenAlex.
- Formation of PyrroloindolinesTetrahedron letters · 2021Article
- Dialkylation of Indoles with Trichloroacetimidates to Access 3,3-Disubstituted Indolenines.Molecules (Basel, Switzerland) · 2019Article
- Friedel-Crafts Alkylation of Indoles with Trichloroacetimidates.Tetrahedron letters · 2019Article
- Promoter free allylation of trichloroacetimidates with allyltributylstannanes under thermal conditions to access the common 1,1'-diarylbutyl pharmacophore.Organic & biomolecular chemistry · 2018Article
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Authors and funding
3 authors at 1 institution in 1 country.
Funding
Abstract
Trichloroacetimidates function as effective electrophiles for the selective C3-alkylation of 2,3-disubstituted indoles to provide 3,3'-disubstituted indolenines. These indolenines are common synthetic intermediates that are often utilized in the synthesis of complex molecules. Effective reaction conditions utilizing Lewis acid catalysts have been determined, and the scope of the reaction with respect to indole and imidate reaction partner has been investigated. This chemistry provides an alternative to base promoted and transition metal catalyzed methods that are more commonly utilized to access similar indolenines.
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