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Iridium-Catalyzed C-Alkylation of Methyl Group on <i>N</i>-Heteroaromatic Compounds using Alcohols

Mitsuki Onoda, Ken‐ichi Fujita

2020Organic Letters24 citationsDOI

Abstract

In this study, we developed a catalytic system for the C-alkylation of a methyl group on N-heteroaromatic compounds, including pyridine, pyrimidine, pyrazine, quinoline, quinoxaline, and isoquinoline, using alcohols based on a hydrogen-borrowing process with [Cp*IrCl2]2 (Cp*: η5-pentamethylcyclopentadienyl) combined with potassium t-butoxide and 18-crown-6-ether as the catalyst precursor.

Topics & Concepts

ChemistryAlkylationCatalysisIsoquinolinePyrazinePyridineIridiumQuinoxalineQuinolineMedicinal chemistryOrganic chemistryMethyl groupPyrimidinePotassiumGroup (periodic table)StereochemistryAsymmetric Hydrogenation and CatalysisChemical Synthesis and AnalysisCatalytic C–H Functionalization Methods
Iridium-Catalyzed C-Alkylation of Methyl Group on <i>N</i>-Heteroaromatic Compounds using Alcohols | Litcius