71365-79-2Relevant academic research and scientific papers
Iron and Phenol Co-Catalysis for Rapid Synthesis of Nitriles under Mild Conditions
Meng, Hong,Gao, Sen,Luo, Meiming,Zeng, Xiaoming
, p. 4617 - 4623 (2019/07/15)
A mild, scalable, high yielding, and rapid route to access diverse nitriles from aldehyde oxime esters enabled by iron(III) and phenol co-catalysis has been developed. The reaction was performed at room temperature to give nitriles in excellent yield within minutes. Mechanistic studies show that the reaction may proceed through a radical process in which benzoyl aldehyde oxime is not only a substrate, but also an ancillary ligand to support iron salt in the promotion of the transformation.
Method for preparing nitrile
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Paragraph 0015, (2019/06/13)
The invention provides a method for preparing nitrile. Aldoxime carboxylic ester is used as a reactant to prepare a nitrile compound. The aldoxime carboxylic ester can be completely converted into corresponding nitrile under common catalysis of ferric salt and phenol within a few minutes. The method for preparing the nitrile has the advantages of gentle reaction conditions, simple and easy-to-getused reagents, cheap and environment-friendly catalyst, wide substrate application range, simple operation, rapid reaction and the like.
Directing-group-assisted copper-catalyzed oxidative esterification of phenols with aldehydes
Zheng, Yong,Song, Wei-Bin,Xuan, Li-Jiang
, p. 10834 - 10843 (2015/11/17)
A directing-group-assisted copper-catalyzed oxidative esterification of phenols with aldehydes using TBHP as an oxidant was described. This methodology which showed the advantages of base, ligand free, short routes and functional group tolerance could be used as an alternative protocol for the classical esterification reactions.
Palladium-catalyzed carbonylative synthesis of N-(2-cyanoaryl)benzamides and sequential synthesis of quinazolinones
Wu, Xiao-Feng,Oschatz, Stefan,Sharif, Muhammad,Beller, Matthias,Langer, Peter
supporting information, p. 23 - 29 (2014/01/06)
A convenient procedure for the synthesis of N-(2-cyanoaryl)benzamides has been developed. Using aryl bromides and 2-aminobenzonitriles as the substrates, Mo(CO)6 as the CO source, the desired amides were produced in good yields. Quinazolinones
Metal-free synthesis of aryl esters by coupling aryl carboxylic acids and aryl boronic acids
Ruso, Jayaraman Sembian,Rajendiran, Nagappan,Kumaran, Rajendran Senthil
supporting information, p. 2345 - 2347 (2014/05/06)
A facile synthesis of aryl esters is developed by coupling aryl carboxylic acids and aryl boronic acids in the presence of PhI(OAc)2 and carbonyl diimidazole. A wide range of functional groups were tolerant to the metal-free reaction condition that led to the desired products in good yields.
Synthesis of dienamides via the reaction of nitrile with allylindium reagents and intramolecular acyl group quenching cascade
Kim, Sung Hwan,Kim, Yu Mi,Kim, Jae Nyoung
experimental part, p. 2351 - 2356 (2010/11/16)
Various dienamide derivatives were synthesized in reasonable yields from benz nitriles having an amide moiety at the ortho-position, via the sequential 4 (i) In-mediated allylation of nitrile moiety to form an imine intermediate, (ii) intramolecular quenc
Kinetic study of hydrolysis of benzoates. Part XXIV-variation of the ortho substituent effect with solvent in the alkaline hydrolysis of substituted phenyl benzoates
Nummert, Vilve,Piirsalu, Mare,Maeemets, Vahur,Koppel, Ilmar
, p. 1138 - 1144 (2007/10/03)
The second-order rate constants k2 (M-1 s -1 ) for the alkaline hydrolysis of meta-, para- and orthosubstituted phenyl benzoates, C6H5CO 2C6H4X, in aqueous 0.5 M n-Bu4NBr were measured spectrophotometrically. The dependence of substituent effects, especially ortho inductive, resonance and steric terms on different solvent parameters, was studied using the following equation: Δ log k ortho = c0 + c1(ortho) σ1 + c2(ortho) σR0 + c 3(ortho)EsB + c4ΔE + c 5ΔY + c6ΔP + c7(ortho) ΔEσI + c8(ortho)ΔYσI + c9(ortho) ΔPσI + c10(ortho) ΔEσR0 + c11(ortho) ΔYσR0 + c12(ortho) ΔPσR0 where Δlog k = log kX - log KH, σI, σR0 and E SB are the inductive, resonance and steric substituent constants and E, Y and P are the solvent electrophilicity, polarity and polarizability parameters, respectively. In data treatment ΔE = E s - EH2O, ΔY = YS -YH2O and ΔP = PS - PH2O were used. The solvent electrophilicity was found to be the main factor responsible for changes in the ortho, para and meta polar substituent effects with medium. The variation of the ortho inductive term with the solvent electrophilicity ES was found to be ca threefold smaller than that for para substituents, whereas the ortho resonance term appeared to vary with solvent very similarly to that for para substituents. The steric term of ortho substituents was found to be approximately independent of solvent parameters. The ortho effect caused by the supplementary inductive effect from ortho position was found to disappear in a solvent whose electrophilic solvating power is comparable to that of 60% aqueous ethanol (E ≈ 13.3). Copyright
