ArticleOrganic & biomolecular chemistry2018
Promoter free allylation of trichloroacetimidates with allyltributylstannanes under thermal conditions to access the common 1,1'-diarylbutyl pharmacophore.
Article in Organic & biomolecular chemistry, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.
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Who cites it
2 citing papers in PubMed, 4 citations in OpenAlex.
- 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
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Authors and funding
2 authors at 1 institution in 1 country.
Funding
Abstract
1,1'-Diarylbutyl groups are a common pharmacophore found in many biologically active small molecules. To access these systems under mild conditions, the reaction of diarylmethyl trichloroacetimidates with allyltributylstannanes was explored. Simply heating allyltributylstannane with the trichloroacetimidate resulted in substitution of the imidate with an allyl group. Unlike other methods used to access these systems, no strong base, transition metal catalyst, Brønsted acid or Lewis acid promoter was required to affect the transformation. Conversions are best with electron rich benzylic trichloroacetimidate systems, where excellent yields are achieved just by refluxing the reactants together in nitromethane.
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