Yang, Xiao; Sun, Rui; Zhang, Chunchun; Zhang, Yan; Su, Zhishan; Ge, Yicen; Chen, Hua; Fu, Haiyan; Li, Ruixiang published the artcile< Chichibabin-Type Phosphonylation of 2-(Hetero)aryl Pyridines: Selective Synthesis of 4-Phosphinoyl Pyridines via an Activated N-Benzylpyridinium Salt>, Related Products of 350-03-8, the main research area is Chichibabin phosphinylation phosphonylation benzylpyridinium hydrophosphonate preparation pyridylphosphine oxide pyridylphosphonate; metal free base catalyzed regioselective phosphinylation benzylpyridinium hydrophosphonate; potential energy surface mechanism phosphinylation phosphonylation benzylpyridinium hydrophosphonate.
A direct C-H phosphonylation of 2-aryl-N-benzylpyridinium salts by N-benzylating activation is reported, which afforded 4-pyridylphosphine oxides with high regioselectivity, without the employment of metal catalyst or expensive activator. By increasing the electrophilicity of pyridinium with electron-withdrawing substituents on the N-benzyl group, the phosphonylation process could be realized at room temperature Control experiments and NMR investigation confirmed the interaction between DBU and diphenylphosphine oxide which generated the true phosphorus nucleophile. Moreover, DFT calculations offered enough insight into an intermol. cooperative dehydrogenation-debenzylation mechanism, which helped to elucidate the origin of C4-regioselectivity in this metal-free Chichibabin-type phosphonylation.
Advanced Synthesis & Catalysis published new progress about Benzylation. 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, Related Products of 350-03-8.