96303-10-5Relevant academic research and scientific papers
Tin-mediated organic reactions: A practical method for the synthesis of β-hydroxynitriles and β-hydroxyketones
Sun, Peipei,Shi, Baochuan
, p. 318 - 319 (1999)
In the presence of chlorotrimethylsilane, the tin mediated addition of bromoacetonitrile or α-bromacetophenone to aldehydes in THF gives β- hydroxynitriles or β-hydroxyketones in moderate to good yields.
Metal or ammonium alginates as Lewis base catalysts for the 1,2-addition of silyl nucleophiles to carbonyl compounds
Verrier, Cécile,Oudeyer, Sylvain,Dez, Isabelle,Levacher, Vincent
supporting information; experimental part, p. 1958 - 1960 (2012/05/19)
Several metal (Na+, Ca2+) or ammonium (n-Bu 4N+) derivatives of alginic acid, an abundant bio-polymer obtained from the cell walls of brown algae, were synthesized. Their potential to act as organocatalysts to catalyze the 1,2-addition of various silyl derivatives to carbonyl compounds was evaluated for the first time. Ammonium alginate 1h is able to promote the reaction in modest to good isolated yields (up to 98%) affording access to a large range of substrates (β-cyano alcohols or ester, β-substituted methylacrylate or acrylonitrile, and cyanohydrin) by using only 5 mol % of catalyst.
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.
Lewis base-catalyzed cyanomethylation of carbonyl compounds with (trimethylsilyl)acetonitrile
Kawano, Yoshikazu,Kaneko, Nobuya,Mukaiyama, Teruaki
, p. 1508 - 1509 (2007/10/03)
Catalytic cyanomethylation of various carbonyl compounds with (trimethylsilyl)acetonitrile (TMSCH2CN) in the presence of Lewis bases such as cesium or lithium acetate proceeded smoothly to afford the corresponding cyanomethylated adducts in good yields. Copyright
REFORMATSKY TYPE ADDITIONS OF HALOACETONITRILES TO ALDEHYDES MEDIATED BY METALLIC NICKEL
Inaba, Shin-ichi,Rieke, Reuben D.
, p. 155 - 156 (2007/10/02)
Nickel in the metallic state was found to carry out the Reformatsky type addition of haloacetonitriles to aldehydes via cyanomethylnickel halides to give β-hydroxynitriles in good yields.
