24771-26-4Relevant academic research and scientific papers
Electrochemical strategies for: N -cyanation of secondary amines and α C -cyanation of tertiary amines under transition metal-free conditions
Cai, Hu,Fu, Yaping,Fu, Zhengjiang,Guo, Shengmei,Hao, Guangguo,Yi, Xuezheng,Yin, Jian,Zhong, Tingting
supporting information, p. 9422 - 9427 (2021/12/09)
Transition metal-free electrochemical approaches for the N-cyanation of secondary amines and the α C-cyanation of tertiary amines have been well established, with products being obtained in moderate to good yields and with good functional group tolerance under ambient conditions. The synthetic application of the protocols has been highlighted through scale-up experiments in a galvanostatic mode. Preliminary mechanistic investigation has confirmed that TBAB played a critical role in N-cyanation transformation and has indicated that the transformation might proceed via a free radical process. This journal is
Radical N-cyanation of sulfoximine through acetonitrile C-CN cleavage
Hu, Weiming,Teng, Fan,Peng, Haibo,Yu, Jintao,Sun, Song,Cheng, Jiang,Shao, Ying
supporting information, p. 7056 - 7058 (2015/11/27)
A new strategy for the N-cyanation of sulfoximine via radical process has been developed, leading to the desired products in moderate to excellent yields with good functional group tolerance. This procedure provided an alternative pathway to C-CN bond act
Copper-catalyzed N-cyanation of sulfoximines by AIBN
Teng, Fan,Yu, Jin-Tao,Zhou, Zhou,Chu, Haoke,Cheng, Jiang
, p. 2822 - 2826 (2015/03/18)
The direct copper-catalyzed N-cyanation of sulfoximines was achieved by using AIBN as a safe cyanide source. It represents a simple and environmentally benign procedure for the construction of the N-CN bond. Furthermore, some sec-amines can also be tolera
A copper-mediated oxidative N-cyanation reaction
Teng, Fan,Yu, Jin-Tao,Jiang, Yan,Yang, Haitao,Cheng, Jiang
supporting information, p. 8412 - 8415 (2014/07/22)
Copper-promoted N-cyanation of aliphatic sec-amine by CuCN is achieved via oxidative coupling. This procedure employs O2 as a clean oxidant. Notably, sulfoximines and 1,1,3,3-tetramethylguanidine also worked well in this procedure. Thus, it represents a key progress in the C-N bond formation reaction as well as in the cyanation reaction. This journal is the Partner Organisations 2014.
APPLICATION OF PHOTOELECTRON SPECTROSCOPY TO BIOLOGICALLY ACTIVE MOLECULES AND THEIR CONSTITUENT PARTS. VII. N-CYANOAZOMETHINES
Klasinc, Leo,Butkovic, Vjera,Novak, Igor,Mihalic, Mladen,Toso, Roberto,Sunjic, Vitomir
, p. 287 - 292 (2007/10/02)
A series of N-cyanoazomethines 1-12 has been synthesized, and their electronic properties studied by He(I) photoelectron (PE) spectroscopy using the composite molecule approach.This allows partial assignment of the ionization energies in the PE spectrum of cimetidine 16, a known H2-receptor antagonist.Determination of differential UV spectra of the model compounds 7 and 13 revealed that no intramolecular charge transfer (CT) interaction exists between the two "ends" of the cimetidine molecule, i.e. between the ?-electron rich imidazole ring and the relatively ?-electron deficient cyanoguanidine moiety.
