676267-63-3Relevant academic research and scientific papers
Imines in Stille-Type Cross-Coupling Reactions: A Multicomponent Synthesis of α-Substituted Amides
Davis, Jason L.,Dhawan, Rajiv,Arndtsen, Bruce A.
, p. 590 - 594 (2004)
An alternative to nucleophilic chemistry for the construction of α-substituted amides and amine derivatives from imines is provided by the Stille-type coupling of imines with organotin reagents and acid chlorides (see scheme). This Pd-catalyzed reaction is suitable for components with a range of functional groups and has been extended into a four-component-coupling reaction with carbon monoxide. dba = dibenzylideneacetone, RT = room temperature.
Palladium-catalyzed carbonylative cross-coupling with imines: A multicomponent synthesis of imidazolones
Siamaki, Ali R.,Black, Daniel A.,Arndtsen, Bruce A.
, p. 1135 - 1138 (2008/09/18)
(Chemical Equation Presented) The palladium-catalyzed coupling of imines, chloroformates, organotin reagents, and carbon monoxide leads to the one-pot formation of ketocarbamates in good yields. These products can further be converted to highly substituted imidazolones via a cyclocondensation reaction. Overall, this methodology provides an alternative approach to imidazolones from five simple and readily available building blocks via a one-pot, multicomponent process.
