Phosphine-Free Ruthenium Complex-Catalyzed Synthesis of Mono- or Dialkylated Acyl Hydrazides via the Borrowing Hydrogen Strategy - Normandie Université Access content directly
Journal Articles Journal of Organic Chemistry Year : 2021

Phosphine-Free Ruthenium Complex-Catalyzed Synthesis of Mono- or Dialkylated Acyl Hydrazides via the Borrowing Hydrogen Strategy

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.
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hal-03203785 , version 1 (21-04-2021)

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Jean-Luc Renaud, Sylvain Gaillard, Léo Bettoni, Nicolas Joly, Albert Poater. Phosphine-Free Ruthenium Complex-Catalyzed Synthesis of Mono- or Dialkylated Acyl Hydrazides via the Borrowing Hydrogen Strategy. Journal of Organic Chemistry, In press, J. Org. Chem., 86, ⟨10.1021/acs.joc.1c00654⟩. ⟨hal-03203785⟩
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