68873-22-3Relevant articles and documents
Versatile One-Pot Synthesis of Polysubstituted Cyclopent-2-enimines from α,β-Unsaturated Amides: Imino-Nazarov Reaction
Fan, Ting,Wang, Ao,Li, Jia-Qi,Ye, Jian-Liang,Zheng, Xiao,Huang, Pei-Qiang
supporting information, p. 10352 - 10356 (2018/07/30)
The imino-Nazarov cyclization of the polysubstituted pentan-1,4-diene-3-imines was realized. To this aim, a one-pot procedure involving reductive alkenyliminylation of α,β-unsaturated secondary amides with potassium organotrifluoroborates, followed by acid-catalyzed imino-Nazarov cyclization of the polysubstituted pentan-1,4-diene-3-imine intermediates, was studied systematically. This mild, operationally simple, flexible, and high-yielding protocol efficiently affords polysubstituted pentan-1,4-diene-3-imines, cyclopentenimines, and α-amino cyclopentenones, which are useful scaffolds in organic synthesis. The substituent effect at the C2 position of the polysubstituted pentan-1,4-diene-3-imines was studied by means of density-functional theory calculations. Results suggested that the electron-donating group facilitates the imino-Nazarov cyclization process.
Copper-catalyzed oxidative amidation between aldehydes and arylamines under mild conditions
Ding, Yongzheng,Zhang, Xian,Zhang, Dongyang,Chen, Yuting,Wu, Zhibing,Wang, Peiyi,Xue, Wei,Song, Baoan,Yang, Song
supporting information, p. 831 - 833 (2015/02/19)
A facile strategy to prepare amide bonds has been developed. A series of amide compounds, including heterocyclic amide compounds, were obtained with moderate to good yields ranging from 31-88% by using copper iodide (CuI) to catalyze the oxidative amidation between aldehydes and amines under solvent-free conditions at room temperature in air.
