6525-45-7Relevant articles and documents
Acyl Cyanides as Bifunctional Reagent: Application in Copper-Catalyzed Cyanoamidation and Cyanoesterification Reaction
Chen, Zhengwang,Wen, Xiaowei,Zheng, Weiping,He, Ruolan,Chen, Dou,Cao, Dingsheng,Long, Lipeng,Ye, Min
, p. 5691 - 5701 (2020/04/10)
Cu-catalyzed domino decyanation and cyanation reaction of acyl cyanides with amines or alcohols have been developed. The cyano sources were generated in situ via C-CN cleavage yielding the corresponding cyano substituted amides or esters in moderate to excellent yields. This approach features a cheap copper catalyst, domino decyanation and cyanation reaction, readily available starting materials, broad substrate scope, operational simplicity, and the potential for further transformation of the cyano group.
Catalytic oxidative conversion of aldehydes to carboxylic esters and acids under mild conditions
Atta, Ananta Kumar,Kim, Seul-Bi,Cho, Dong-Gyu
experimental part, p. 2070 - 2072 (2012/02/01)
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Effect of ortho substituents on carbonyl carbon 13C NMR chemical shifts in substituted phenyl benzoates
Nummert, Vilve,Piirsalu, Mare,Maeemets, Vahur,Vahur, Signe,Koppel, Ilmar A.
experimental part, p. 1155 - 1165 (2010/07/13)
13C NMR spectra of 37 ortho-, meta-, and para-substituted phenyl benzoates, containing substituents in benzoyl and phenyl moiety, 4 ortho-substituted methyl and 5 ethyl benzoates as well as 9 R-substituted alkyl benzoates have been recorded. The influence of the ortho substituents on the carbonyl carbon 13C NMR chemical shift, δCO, was found to be described by a linear multiple regression equation containing the inductive, σI, resonance, σRo, and steric, EsB, or ν substituent constants. For all the ortho-substituted esters containing substituents in the acyl part as well as the phenyl part, the substituent-induced reverse inductive effect (ρIR > 0), and the negative steric effect (δorthosB were observed. In the case of ortho substituents in the phenyl part, the resonance effect was negligible. Due to inductive effect, the ortho electron-withdrawing substituents showed an upfield shift or shielding of the carbonyl carbon, while the electron-donating substituents had an opposite effect. Because of the sterical consequences, ortho substituents revealed a deshielding effect on the 13C NMR chemical shift of the carbonyl carbon. For all the meta- and para-substituted esters, the reverse substituent-induced inductive and resonance effects (ρIR4NBr and 2.25M Bu4NBr, and the IR frequencies, νCO, for the ortho-, meta-, and para-substituted phenyl benzoates and alkyl benzoates were correlated nicely with the corresponding 13C NMR substituent chemical shifts, ΔδCO. Copyright
