6304-45-6Relevant academic research and scientific papers
Phosphine-free ruthenium complex-catalyzed synthesis of mono- Or dialkylated acyl hydrazides via the borrowing hydrogen strategy
Joly, Nicolas,Bettoni, Léo,Gaillard, Sylvain,Poater, Albert,Renaud, Jean-Luc
, p. 6813 - 6825 (2021/05/29)
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.
Reductive alkylation of hydrazine derivatives with α-picoline-borane and its applications to the syntheses of useful compounds related to active pharmaceutical ingredients
Kawase, Yasushi,Yamagishi, Takehiro,Kato, Jun-Ya,Kutsuma, Teruo,Kataoka, Tadashi,Iwakuma, Takeo,Yokomatsu, Tsutomu
, p. 455 - 464 (2014/03/21)
An efficient method for the direct reductive alkylation of hydrazine derivatives with α-picoline-borane has been developed to synthesize a variety of N-alkylhydrazine derivatives. This method provided N,N-dialkylhydrazine derivatives and N-monoalkylhydrazine derivatives upon fine-tuning of the substrates and the reagent equivalency in a one-pot manner. The method was applied to the synthesis of active pharmaceutical ingredients of therapeutic drugs such as isocarboxazid.
Quantitative structure-antifungal activity relationships of some benzohydrazides against Botrytis cinerea
Reino, Jose L.,Saiz-Urra, Liane,Hernandez-Galan, Rosario,Aran, Vicente J.,Hitchcock, Peter B.,Hanson, James R.,Gonzalez, Maykel Perez,Collado, Isidro G.
, p. 5171 - 5179 (2008/02/12)
Fourteen benzohydrazides have been synthesized and evaluated for their in vitro antifungal activity against the phytopathogenic fungus Botrytis cinerea. The best antifungal activity was observed for the N′,N′- dibenzylbenzohydrazides 3b-d and for the N-am
Synthetic Approaches to Phthalazines: C-N Bond Cleavage in 2'-Benzylbenzohydrazides During Reaction with Polyphosphoric Acid
Paul, D. Brenton
, p. 893 - 901 (2007/10/02)
Reaction of 2'-benzylbenzohydrazides with concentrated polyphosphoric acid gave 2,5-diaryl-1,3,4-oxadiazoles and a polybenzyl.Cyclodehydration to phthalazines was not observed.It is inferred from product substitution patterns that CH2-N bond cleavage occurs with polybenzyls forming from the benzyl moiety and oxadiazoles from the benzohydrazide fragment.Other reported reactions which generate benzyl fragments lead to bibenzyl and are considered to involve trapping of the cleavage products within a solvent cage.The observed production of polybenzyls is therefore interpreted in terms of the formation of free benzyl fragments.A tetrahydrophthalazine derivative was produced from the addition of diethyl azodicarboxylate to the photodiene of o-methylbenzophenone, but this could not be converted into a phthalazine.
