Phosphine-Free Ruthenium Complex-Catalyzed Synthesis of Mono- or Dialkylated Acyl Hydrazides via the Borrowing Hydrogen Strategy
Nicolas Joly, Léo Bettoni, Sylvain Gaillard, Albert Poater, Jean‐Luc Renaud
Abstract
Herein, we report a diaminocyclopentadienone ruthenium tricarbonyl complex-catalyzed synthesis of mono- or dialkylated acyl hydrazide compounds using the borrowing hydrogen strategy in the presence of various substituted primary and secondary alcohols as alkylating reagents. Deuterium labeling experiments confirm that the alcohols were the hydride source in this cascade process. Density functional theory (DFT) calculations unveil the origin and the threshold between the mono- and dialkylation.
Topics & Concepts
RutheniumPhosphineChemistryCatalysisReagentHydrideHydrazideCombinatorial chemistryHydrogenOrganic chemistryAsymmetric Hydrogenation and CatalysisCarbon dioxide utilization in catalysisChemical Synthesis and Analysis