Cu2O-Catalyzed Conversion of Benzyl Alcohols Into Aromatic Nitriles via the Complete Cleavage of the C≡N Triple Bond in the Cyanide Anion was written by Liu, Wenbo;Tang, Peichen;Zheng, Yi;Ren, Yun-Lai;Tian, Xinzhe;An, Wankai;Zheng, Xianfu;Guo, Yinggang;Shen, Zhenpeng. And the article was included in Chemistry – An Asian Journal in 2021.Formula: C7H5Cl2NO This article mentions the following:
Nitrogen transfer from cyanide anion to an aldehyde is emerging as a promising method for the synthesis of aromatic nitriles. However, this method still suffers from a disadvantage that a use of stoichiometric Cu(II) or Cu(I) salts is required to enable the reaction. As authors report herein, overcame this drawback and developed a catalytic method for nitrogen transfer from cyanide anion to an alc. via the complete cleavage of the C≡N triple bond using phen/Cu2O as the catalyst. The present condition allowed a series of benzyl alcs. to be smoothly converted into aromatic nitriles in moderate to high yields. In addition, the present method could be extended to the conversion of cinnamic alc. to 3-phenylacrylonitrile. In the experiment, the researchers used many compounds, for example, 3,4-Dichlorobenzamide (cas: 2670-38-4Formula: C7H5Cl2NO).
3,4-Dichlorobenzamide (cas: 2670-38-4) belongs to amides. Compared to amines, amides are very weak bases and do not have clearly defined acid–base properties in water. On the other hand, amides are much stronger bases than esters, aldehydes, and ketones. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Formula: C7H5Cl2NO
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics