57597-62-3Relevant academic research and scientific papers
Ozonolysis of olefins, VI: Cyanoacetaldehyde by ozonolysis of (E)-1,4-dicyano-2-butene or allyl cyanide
Jachak,Mittelbach,Kriessmann,Junek
, p. 275 - 276 (1992)
A new route for the preparation of cyanoacetaldehyde (3-oxopropanenitrile, 1) and its stable dimethyl acetal (3,3-dimethoxypropanenitrile, 2), which both are valuable intermediates for organic syntheses, is described. It starts from (E)-1,4-dicyano-2-butene or allyl cyanide (3-butenenitrile), respectively, which are ozonized at -40°C and further treated with dimethyl sulfide to give a solution of 1. This solution can either be used directly for further reactions or be transformed into the dimethyl acetal 2. The overall yield of 2 is 67 to 71%. The acetal can be hydrolyzed again by treatment with Amberlyst-15 to give 1.
Atom-economical synthesis of 3,3,3-trifluoropropanal dialkyl acetals through Pd/C catalyzed acetalization of 3,3,3-trifluoropropene
Kang, Jian-Ping,Lu, Ju-You,Li, Yang,Wang, Zhi-Xuan,Mao, Wei,Lu, Jian
, p. 39387 - 39391 (2016/06/01)
A facile and efficient procedure for one-step synthesis of 3,3,3-trifluoropropanal dialkyl acetals from readily available 3,3,3-trifluoropropene (TFP) has been developed. The catalyst can be recycled for 4 times without obvious deactivation. This process provides a novel and atom-economical synthetic strategy for the preparation of functional CF3-containing compounds.
Palladium-catalyzed aerobic oxidation of terminal olefins with electron-withdrawing groups in scCO2
Jiang, Huan-Feng,Shen, Yan-Xia,Wang, Zhao-Yang
, p. 508 - 514 (2008/03/28)
Product control of palladium-catalyzed aerobic oxidation of terminal olefins with electron-withdrawing groups can be achieved through modifying reaction conditions. When the oxidant, such as CuCl2/O2, benzoquinone/O2 or O2, was present in scCO2, aerobic oxidation of terminal olefins goes smoothly. With enough MeOH and sufficient oxygen, acetalization preponderated over cyclotrimerization, while with little MeOH as co-solvent in scCO2 or no MeOH in DMF and an appropriate pressure of O2, cyclotrimerization of terminal olefins became the dominated reaction. When oxygen is absent and triethylamine was added into the reaction system, palladium-catalyzed C-N bond formation occurs to produce β-amino acid derivatives as the sole product.
Pd(II)-catalyzed acetalization of terminal olefins with electron-withdrawing groups in supercritical carbon dioxide: selective control and mechanism
Wang, Zhao-Yang,Jiang, Huan-Feng,Ouyang, Xiao-Yue,Qi, Chao-Rong,Yang, Shao-Rong
, p. 9846 - 9854 (2007/10/03)
Pd(II)-catalyzed acetalization of terminal olefins with electron-withdrawing groups was carried out smoothly in supercritical carbon dioxide under oxygen atmosphere when polystyrene-supported benzoquinone (PS-BQ) or CuII (CuI) chloride was employed as cocatalyst. The higher selectivity was achieved, without any chlorinated by-product detected, when using PS-BQ instead of CuII (or CuI) chloride. PS-BQ could be recycled with excellent catalytic activity remaining after each simple filtration. Chlorine ion was demonstrated to be a promoter. The different acetalization mechanisms were revealed by the subtle relationship of chlorine ion and benzoquinone (BQ) to the catalytic activity of PdCl2/PS-BQ, PdII-CuCl2 or Pd(OAc)2/PS-BQ.
Nitrilase from rhodococcus rhodochrous ncimb 11216
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, (2008/06/13)
The invention relates to nucleic acid sequences which code for a polypeptide having nitrilase activity, to nucleic acid constructs comprising the nucleic acid sequences, and to vectors comprising the nucleic acid sequences or the nucleic acid constructs. The invention further relates to amino acid sequences which are encoded by the nucleic acid sequences, and to microorganisms comprising the nucleic acid sequences, the nucleic acid constructs or vectors comprising the nucleic acid sequences or the nucleic acid constructs. The invention additionally relates to an enzymatic process for preparing carboxylic acids from the corresponding nitrites.
Acetalization of alkenes catalyzed by Pd(OAc)2/NPMoV supported on activated carbon under a dioxygen atmosphere
Kishi, Arata,Sakaguchi, Satoshi,Ishii, Yasutaka
, p. 523 - 525 (2007/10/03)
(Formula presented) The acetalization of terminal alkenes such as ethyl acrylate and acrylonitrile with alcohols under O2 was efficiently achieved by Pd(OAc)2 supported on activated carbon combined with molybdovanadophosphate (NPMoV). For example, ethyl acrylate was subjected to acetalization with EtOH acidified by CH3SO3H under O2 (1 atm) in the presence of [8 wt%Pd(OAc)2/C] and NPMoV to form ethyl 3,3-diethoxypropionate in quantitative yield.
NUCLEOPHILIC ADDITIONS TO α,β-UNSATURATED SULPHONES. III. REGIOCHEMISTRY OF THE REACTION OF (E)-β-CYANOVINYL PHENYL SULPHONE WITH NITROGEN, OXYGEN AND CARBON NUCLEOPHILES
Benedetti, Fabio,Fabrissin, Silvio,Pricl, Sabrina,Risaliti, Amerigo
, p. 391 - 394 (2007/10/02)
The reactions of the title compound with secondary amines, alcohols, and enamines have been studied.Addition or addition-elimination at either electrophilic position is observed.Regiochemistry is a function of steric and electronic effects and of electrostatic interactions.
Process for producing an acetal
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, (2008/06/13)
An acetal is produced at a high yield and a high selectivity by contacting an olefin and an alcohol with each other in the presence of (a) a nitrite, (b) a platinum group metal or the salts thereof and (c) a halide at a high reaction rate without requirement of any troublesome operations for the separation, recovery and regeneration of the catalyst.
