25932-48-3Relevant articles and documents
Heteroarylation method of amine
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Paragraph 0060-0070; 0074, (2021/02/24)
The invention discloses a heteroarylation method of amine, and the method comprises the following steps of: mixing an amine compound, heteroaromatic hydrocarbon, a photocatalyst and an organic solventto obtain a solution A; and in an inert gas atmosphere, irradiating the solution A with visible light, and carrying out reaction to obtain a heteroarylated product of amine. According to the method,under mild conditions, free radical coupling of amine compounds and heteroaromatic compounds is efficiently achieved through visible light irradiation, and various heteroarylamines are synthesized. The method has good functional group compatibility and high regioselectivity, can be further applied to later modification of bioactive molecules, and shows a good industrial application prospect.
Metal-free, redox-neutral, site-selective access to heteroarylamine via direct radical?radical cross-coupling powered by visible light photocatalysis
Zhou, Chao,Lei, Tao,Wei, Xiang-Zhu,Ye, Chen,Liu, Zan,Chen, Bin,Tung, Chen-Ho,Wu, Li-Zhu
supporting information, p. 16805 - 16813 (2020/11/09)
Transition-metal-catalyzed C?N bond-forming reactions have emerged as fundamental and powerful tools to construct arylamines, a common structure found in drug agents, natural products, and fine chemicals. Reported herein is an alternative access to heteroarylamine via radical?radical cross-coupling pathway, powered by visible light catalysis without any aid of external oxidant and reductant. Only by visible light irradiation of a photocatalyst, such as a metal-free photocatalyst, does the cascade single-electron transfer event for amines and heteroaryl nitriles occur, demonstrated by steady-state and transient spectroscopic studies, resulting in an amine radical cation and aryl radical anion in situ for C?N bond formation. The metal-free and redox economic nature, high efficiency, and site-selectivity of C?N cross-coupling of a range of available amines, hydroxylamines, and hydrazines with heteroaryl nitriles make this protocol promising in both academic and industrial settings.
Synthesis of Amidines from Amides Using a Nickel-Catalyzed Decarbonylative Amination through CO Extrusion Intramolecular Recombination Fragment Coupling
Liu, Xiangqian,Yue, Huifeng,Jia, Jiaqi,Guo, Lin,Rueping, Magnus
supporting information, p. 11771 - 11775 (2017/09/07)
A catalytic synthesis of amidines from amides has been established for the first time. The newly developed CO extrusion recombination process takes advantage of an inexpensive nickel(II) catalyst and provides the corresponding amidines with high efficiency. The intramolecular fragment coupling shows excellent chemoselectivity, starts from readily available amides, and provides a valuable alternative amidine synthesis protocol.