86503-53-9Relevant academic research and scientific papers
Ruthenium-catalyzed formation of pyrazoles or 3-hydroxynitriles from propargyl alcohols and hydrazines
Kaufmann, Julia,J?ckel, Elisabeth,Haak, Edgar
supporting information, p. 91 - 101 (2019/07/09)
Functionalized pyrazoles are generated from secondary propragyl alcohols and hydrazines in a ruthenium-catalyzed cascade process, consisting of redox isomerization, Michael addition, cyclocondensation and dehydrogenation steps. The same bifunctional catalyst mediates the conversion of tertiary propargyl alcohols with hydrazine to 3-hydroxynitriles via anti-Markovnikov hydroamination followed by elimination of ammonia.
Nucleophilic addition of α-(dimethylsilyl)nitriles to aldehydes and ketones
Jinzaki, Takaaki,Arakawa, Mitsuru,Kinoshita, Hidenori,Ichikawa, Junji,Miura, Katsukiyo
supporting information, p. 3750 - 3753 (2013/08/23)
α-Alkylated (dimethylsilyl)acetonitriles (Me2HSiCR 3R4CN) react spontaneously with aldehydes in DMSO to give β-hydroxynitriles in good to high yields. The addition to ketones is effectively promoted by using MgCl2/su
Catalytic cyanomethylation of carbonyl compounds and imines with highly basic phosphine
Matsukawa, Satoru,Kitazaki, Eri
, p. 2982 - 2984 (2008/09/20)
A highly basic phosphine, tris(2,4,6-trimethoxy phenyl)phosphine (TTMPP), catalyzes cyanomethylation using trimethylsilylacetonitrile (TMSCH2CN) to give the corresponding products in good to high yields, with both carbonyl compounds and imines.
Direct catalytic aldol-type reactions using RCH2CN
Suto, Yutaka,Kumagai, Naoya,Matsunaga, Shigeki,Kanai, Motomu,Shibasaki, Masakatsu
, p. 3147 - 3150 (2007/10/03)
(Matrix presented) A copper fluoride-catalyzed cyanomethylation that can be applied to a wide range of ketones and aldehydes was developed using TMSCH2CN as a nucleophile. The reaction was extended to a conceptually more advanced copper alkoxid
REACTIONS WITH LITHIUM DIMETHYLCUPRATE AND LITHIUM DIMETHYLAURATE. SOLVENT EFFECTS ON THE CONJUGATE ADDITION.
Hallnemo, Gerd,Ullenius, Christina
, p. 1621 - 1626 (2007/10/02)
The reaction of lithium dimethylcuprate with E-4-phenyl-3-buten-2-one in different solvents has been investigated.Fast conjugate addition occurs in hydrocarbons, dichloromethane and diethylether, while the reaction is retarded in better coordinating solvents.In highly polar solvents such as DMF or DMSO, no conjugate addition is observed.Dichloromethane-d2 was chosen as a convenient solvent for NMR investigations of cuprates.The reaction of lithium dimethylaurate with different enones gave no conjugate addition products, but base induced self-condensation of enones.
