Ir-Catalyzed Remote Functionalization by the Combination of Deconjugative Chain-Walking and C–H Activation Using a Transient Directing Group
King Hung Nigel Tang, Kanako Uchida, Kazuki Nishihara, Mamoru Ito, Takanori Shibata
Abstract
An Ir-catalyzed reaction of N-benzylideneanilines with functionalized alkenes such as α,β-unsaturated esters gave ortho-substituted benzaldehyde derivatives with a functional group at the remote position after acidic treatment. The present transformation involves deconjugative long-range isomerization (chain-walking) up to 11 times and C–H activation using an imino group as a transient directing group.
Topics & Concepts
ChemistryIsomerizationSurface modificationBenzaldehydeCatalysisTransient (computer programming)Group (periodic table)Functional groupCombinatorial chemistryChain (unit)Medicinal chemistryStereochemistryOrganic chemistryPhysical chemistryPhysicsComputer scienceOperating systemPolymerAstronomyCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsCatalytic Alkyne Reactions