7178-92-9Relevant academic research and scientific papers
Iron-catalysed Reformatsky-type reactions
Durandetti, Muriel,Perichon, Jacques
, p. 1542 - 1548 (2007/10/03)
A Reformatsky-type reaction has been developed using iron catalysis in acetonitrile or DMF. Reduction of iron(II) bromide by manganese metal in acetonitrile provides a low-valent iron catalyst, which is the active species; under these conditions, α-chloro
Iron-mediated electrochemical reaction of α-chloroesters with carbonyl compounds
Durandetti, Muriel,Meignein, Clothilde,Perichon, Jacques
, p. 317 - 320 (2007/10/03)
(Matrix presented) Reformatsky-type reactions have been performed efficiently using an electroassisted iron-complex catalysis. Valuable product such as β-hydroxyesters, ketones or nitriles are thus prepared with high yields.
SmI2-mediated nitrile aldol reaction
Caracoti, Andrei,Flowers II, Robert A.
, p. 3039 - 3041 (2007/10/03)
The SmI2-mediated coupling of α-bromoacetonitrile and α- bromopropionitrile with aliphatic ketones and aldehydes produces β- hydroxynitriles in good yields. Reactions typically proceed with little diastereoselectivity, but selectivity enhanceme
Electroorganic Chemistry. 140. Electroreductively Intra- and Intermolecular Couplings of Ketones with Nitriles
Shono, Tatsuya,Kise, Naoki,Fujimoto, Taku,Tominaga, Naoto,Morita, Hiroshi
, p. 7175 - 7187 (2007/10/02)
Electroreduction of γ- and δ-cyano ketones in i-PrOH with Sn cathode gave α-hydroxy ketones and their dehydroxylated ketones as the intramolecularly coupled products.Guaiazulene, (-)-valeranone, polyquinanes, dihydrojasmone, methyl dihydrojasmonate, and rosaprostol have been synthesized by utilizing this electroreductive intramolecular coupling of γ- and δ-cyano ketones in one of the key steps.Similarly, electroreduction of a mixture of ketone and nitrile gave the corresponding intermolecularly coupled product.The product obtained by the electroreductive intermolecular coupling of (+)-dihydrocarvone with acetonitrile has been found to be the precursor of an effective chiral ligand for the enantioselective addition of diethylzinc to aldehydes.
Metal Exchange between an Electrogenerated Organonickel Species and Zinc Halide: Application to an Electrochemical, Nickel-Catalyzed Reformatsky Reaction
Conan, Annie,Sibille, Soline,Perichon, Jacques
, p. 2018 - 2024 (2007/10/02)
The mechanism of the electroreductive coupling of α-chloro esters or α-chloro nitriles with carbonyl compounds by the means of a sacrificial zinc anode and a nickel catalyst was elucidated by electroanalytical techniques.The mechanism involved reduction of a Ni(II) complex to a Ni(0) complex, oxidative addition of the α-chloro ester to the Ni(0) complex, and a Zn(II)/Ni(II) exchange, leading to an organozinc Reformatsky reagent.The electrosynthesis of various β-hydroxy esters, β-hydroxy nitriles, and 2,3-epoxy esters was successfully achieved under extremely mild conditions.
Hydrocyanation and Hydrogenation of Acetylenes catalysed by Cyanocobaltates
Funabiki, Takuzo,Yamazaki, Yasuyuki,Sato, Yoshihiro,Yoshida, Satohiro
, p. 1915 - 1918 (2007/10/02)
Acetylenes are regioselectively hydrocyanated by cyanocobaltate prepared at CN:Co -.The preliminary formation of a 3- complex is assumed to explain the fact that the complex is active only at CN:Co 3- which is formed by the reaction of the ?-acetylene complex, rather than acetylene itself, with 3-.
