Litcius/Paper detail

Pd-catalyzed asymmetric oxidative C-H/C-H cross-coupling reaction between dialkylaminomethylferrocenes and indolizines

Chen‐Xu Liu, Wenwen Zhang, Pusu Yang, Fangnuo Zhao, Zuolijun Feng, Quannan Wang, Suzhen Zhang, Qing Gu, Shu‐Li You

2021Chem Catalysis31 citationsDOIOpen Access PDF

Abstract

Oxidative C-H/C-H cross-coupling reactions between two (hetero)arenes through 2-fold C-H activation offer rapid assembly of diverse bi(hetero)aryls. Herein, a Pd-catalyzed asymmetric oxidative C-H/C-H cross-coupling reaction of ferrocenes with indolizines was disclosed. A palladium(II)/monoprotected amino acid (MPAA) catalytic system exhibited excellent reactivity, regioselectivity, and enantioselectivity for the coupling reaction. This approach marks the first example of direct arylation of indolizines in an enantioselective oxidative C-H/C-H cross-coupling process and offers a powerful strategy for the synthesis of highly enantioenriched planar chiral ferrocenes.

Topics & Concepts

RegioselectivityEnantioselective synthesisCatalysisOxidative phosphorylationChemistryOxidative coupling of methaneOxidative additionCoupling reactionPalladiumCombinatorial chemistryStereochemistryReactivity (psychology)Medicinal chemistryOrganic chemistryBiochemistryAlternative medicinePathologyMedicineCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsSynthesis and Reactivity of Heterocycles
Pd-catalyzed asymmetric oxidative C-H/C-H cross-coupling reaction between dialkylaminomethylferrocenes and indolizines | Litcius