92-59-1Relevant articles and documents
Redox-Selective Iron Catalysis for α-Amino C-H Bond Functionalization via Aerobic Oxidation
Hwang, Joon Young,Ji, A. Young,Lee, Sang Hyeok,Kang, Eun Joo
supporting information, p. 16 - 21 (2019/11/11)
Single-electron oxidation and α-deprotonation of tertiary anilines using Fe(phen)3(PF6)3 afford α-aminoalkyl radicals, which can be coupled with electrophilic partners to afford various tetrahydroquinolines. Mechanistically, the Fe(phen)n 2+/3+ catalytic cycle is maintained by O2 or a TBHP oxidant, and the presence of the oxygen bound iron complex, Fe(III)-OO(H), was elucidated by electron paramagnetic resonance and electrospray ionization mass spectrometry. This redox-selective nonheme iron catalyst behaves similarly to bioinspired heme iron catalysts.
Method for efficiently realizing N-alkylation reaction by using cyclic iridium catalyst
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Paragraph 0227-0233, (2020/11/10)
The invention discloses a method for efficiently realizing N-alkylation reaction by using a cyclic iridium catalyst, and belongs to the technical field of pharmaceutical and chemical synthesis. The preparation method comprises the following steps of: taking amines and alcohol compounds as raw materials, a cyclic iridium complex as a catalyst and water or an organic solvent as a reaction medium, heating, stirring and reacting for 12-24 hours under the protection of inert gas, cooling to room temperature after the reaction is finished, carrying out reduced pressure distillation and concentrationto obtain a crude product, and carrying out column chromatography purification to obtain a series of amine compounds. The synthesis method of the amine compound is simple to operate, easily availablein raw materials and low in price; the method is high in reaction efficiency, good in N-alkylation selectivity, good in adaptability to various functional groups, wide in substrate universality and environmentally friendly, is carried out at the gram level, shows the potential of industrially synthesizing the N-alkylamine compound, and has wide application prospects in the fields of medicines, organic synthesis and the like.
Catalyst-free photodecarbonylation ofortho-amino benzaldehyde
Li, Lamei,Wang, Songping,Wei, Wentao,Yan, Ming,Zhou, Jingwei
supporting information, p. 3421 - 3426 (2020/06/25)
It is almost a consensus that decarbonylation of the aldehyde group (-CHO) needs to not only be mediated by transition metal catalysts, but also requires severe reaction conditions (high temperature and long reaction time). In this work, inspired by the “conformational-selectivity-based” design strategy, we broke this consensus and discovered a catalyst-free photodecarbonylation of the aldehyde group. It revealed that decarbonylation can be easily achieved with visible light irradiation by introducing a tertiary amine into theortho-position of the aldehyde group. A diverse array of tertiary amines is tolerated by our photodecarbonylation under mild conditions. Furthermore, the (QM) computations of the mechanism and the experiments on well-designed special substrates revealed that our photodecarbonylation depends on the conformational specificity of the aldehyde group and tertiary amine, and occurs through an unusual [1,4]-H shift and a subsequent [1,3]-H shift.
