125620-55-5Relevant academic research and scientific papers
A method for the cyanation of alkenes using nitromethane as a source of cyano group mediated by proton-exchanged montmorillonite
Motokura, Ken,Matsunaga, Kenta,Miyaji, Akimitsu,Yamaguchi, Sho,Baba, Toshihide
, p. 7034 - 7038 (2015/02/02)
A novel method for the cyanation of alkenes using nitromethane as a source of the cyano group is described. H+-montmorillonite mediates the cyanation through the in situ formation of trimethylsilanecarbonitrile oxide from nitromethane and allylsilane, followed by 1,3-dipolar cycloaddition and subsequent rearrangement to afford the corresponding nitriles.
Improved Synthesis of β-Trimethylsilyloxy Nitriles in a Solvent-free Reaction under Classical Heating or Microwave Activation
Jolivet, Sandrine,Abdallah-El Ayoubi, Sahar,Mathe, Daniel,Texier-Boullet, Francoise,Hamelin, Jack
, p. 300 - 301 (2007/10/03)
Trimethylsilylacetonitrile (2) reacts with several aldehydes 1 to afford β-trimethylsilyloxy nitriles 3 without solvent either under microwave irradiation or in an oil-bath, in the presence of adjusted catalytic amounts of piperidine; yields are equivalen
Reactivity of silylated compounds with active methylene under microwave irradiation in heterogeneous dry media; application to the alkali metal fluoride-mediated silyl-Reformatsky reaction
Latouche, R.,Texier-Boullet, F.,Hamelin, J.
, p. 535 - 546 (2007/10/02)
The condensation of trimethylsilylacetic compounds 2a, 2b, (nitrile, ester) and trimethylsilylmethylphosphonic esters 2c with aromatic aldehydes 1, in the presence of alkali metal fluorides (potassium, cesium) unsupported or supported on alumina, magnesium oxide or clay (montmorillonite K10), is achieved by solvent-free techniques in a domestic microwave oven.The factors governing the reaction selectivity are studied.The silyl-Reformatsky reaction takes place in the presence of dried fluoride and leads to the silylated compound 3, which can be subsequently hydrolyzed to 4.The latter can be dehydrated to give the alkene 5.Keywords - alkali metal fluoride / silyl-Reformatsky reaction / nucleophilic activation / inorganic solid supports / trimethylsilyl-acetic compounds / microwave irradiation
Addition of α-Halonitriles to Carbonyl Compounds Catalyzed by Zinc-Trimethylchlorosilane: A General Synthesis of β-Trimethylsiloxy Nitriles
Palomo, Claudio,Aizpurua, Jesus M.,Lopez, M. Concepcion,Aurrekoetxea, Natalia
, p. 2205 - 2208 (2007/10/02)
Reaction between bromoacetonitrile and carbonyl compounds in the presence of zinc and trimethylchlorosilane produced β-trimethylsilyloxynitriles in excellent yields.The reaction also works well with chloroacetonitrile as source of cyanomethyl carbanion.
