4280-30-2Relevant articles and documents
GAS-PHASE BASICITY AND IONIZATION ENERGIES IN SOME N-ARYLAZACYCLOALKANES
Cauletti, C.,Cerichelli, G.,Grandinetti, F.,Luchetti, L.,Speranza, M.
, p. 2751 - 2753 (1988)
Proton-transfer equilibrium constant and ionization energy measurement were performed in the gas phase for a series of N-arylazacycloalkanes.The techniques used were Fourier transform ion cyclotron resonance (FT-ICR) and UV photoelectron spectroscopy (UPS
I2/NaH2PO2-mediated deoxyamination of cyclic ethers for the synthesis of: N -aryl-substituted azacycles
Chen, Tieqiao,Huang, Tianzeng,Li, Chunya,Li, Dongyang,Lin, Ying,Liu, Long,Tang, Zhi,Zhang, Jingjing
supporting information, p. 21011 - 21014 (2021/12/04)
We have developed a protocol for efficient synthesis of N-aryl-substituted azacycles from aryl amines and cyclic ethers using I2/NaH2PO2 as the mediator. A diverse range of aryl amines and cyclic ethers undergo amination reaction to generate products in good to excellent yields with good functional group tolerance. This reaction can be easily scaled up to give N-aryl-substituted azacycles on a gram scale. Further chemical manipulation of the products enabled useful transformations of the quinoline ring, including bromination and acetylation. This journal is
Organic photoredox catalytic α-C(sp3)-H phosphorylation of saturated: Aza -heterocycles
Yi, Ming-Jun,Xiao, Teng-Fei,Li, Wen-Hui,Zhang, Yi-Fan,Yan, Pen-Ji,Zhang, Baoxin,Xu, Peng-Fei,Xu, Guo-Qiang
supporting information, p. 13158 - 13161 (2021/12/16)
A metal-free C(sp3)-H phosphorylation of saturated aza-heterocycles via the merger of organic photoredox and Br?nsted acid catalyses was established under mild conditions. This protocol provided straightforward and economic access to a variety of valuable α-phosphoryl cyclic amines by using commercially available diarylphosphine oxide reagents. In addition, the D-A fluorescent molecule DCQ was used for the first time as a photocatalyst and exhibited an excellent photoredox catalytic efficiency in this transformation. A series of mechanistic experiments and DFT calculations demonstrated that this transformation underwent a sequential visible light photoredox catalytic oxidation/nucleophilic addition process.