304659-46-9Relevant academic research and scientific papers
Ti-mediated intramolecular cyclopropanation of N-alkenyl thioamides: Scope and mechanistic study
Hermant, Fabien,Nicolas, Emmanuel,Six, Yvan
supporting information, p. 3924 - 3930 (2014/06/09)
Although thioamides generally undergo a reductive alkylation process when they are treated with a Grignard reagent in the presence of Ti(OiPr) 4, substrates fitted with a but-3-enyl substitution at the nitrogen atom are shown to be converted into bicyclic aminocyclopropanes. These reactions are compared with the similar cyclisations of the corresponding carboxylic amide substrates. A mechanistic study is provided. Coincidently, new reagent systems are identified for the mediation of the same transformation.
