31529-05-2Relevant academic research and scientific papers
Titanium-Promoted Cross-Coupling for the Selective Synthesis of Polysubstituted, Conjugated Amides
Chenniappan, Vinoth Kumar,Rahaim, Ronald J.
supporting information, p. 5090 - 5093 (2016/10/14)
α,β-Unsaturated amides are important building blocks and are key structural elements in a number of biologically active natural products. Despite their importance and prevalence, few methods exist to prepare conjugated amides directly and modularly. To address this gap, a titanium-promoted coupling of alkynes and isocyanates has been developed. The method is highly stereoselective, producing only the E isomer with good chemoselectivity and regioselectivity (>95/5), for unsymmetrical internal alkynes that contain a steric bias. The reactive titanacyclopentene intermediate formed from the coupling of the alkyne and isocyanate was additionally reacted with various electrophiles to access tetrasubstituted enamides.
Superacid-promoted reactions of α-ketoamides and related systems
Sai, Kiran Kumar Solingapuram,Esteves, Pierre M.,Da Penha, Eduardo Tanoue,Klumpp, Douglas A.
, p. 6506 - 6512 (2008/12/22)
(Chemical Equation Presented) The superacid-promoted reactions of α-hydroxy and α-ketoamides have been studied. Ionization of these compounds leads to varied aryl-substituted oxyindole products. In some cases, electrocyclization can lead to substituted fl
