1435940-00-3Relevant academic research and scientific papers
Cobalt-Catalyzed Oxidative C(sp3)-H Phosphonylation for α-Aminophosphonates via C(sp3)-H/P(O)-H Coupling
Lin, Binzhou,Shi, Shanshan,Lin, Rongcan,Cui, Yiqun,Fang, Meijuan,Tang, Guo,Zhao, Yufen
, p. 6754 - 6761 (2018)
The first oxidative C(sp3)-H phosphonylation of tertiary aliphatic amines has been developed. The use of cobalt acetate as a catalyst, N-hydroxyphthalimide as a cocatalyst, and air as an oxidant enabled the conversion of tertiary aromatic and aliphatic amines into α-aminophosphonates in moderate to excellent yields under mild conditions via a cross dehydrogenative coupling reaction.
Cross-dehydrogenative Coupling of N-Aryl Tetrahydroisoquinolines Catalyzed by an Anthraquinone-containing Polymeric Photosensitizer
Wang, Fei,Yu, Dan,Chen, Yang,Sun, Jing,Wang, Jing-Yun,Zhou, Ming-Dong
supporting information, p. 4087 - 4094 (2021/11/09)
This work reports the photocatalytic application of an anthraquinone-containing polymeric photosensitizer (AQ-PHEMA) in the visible light-induced cross-dehydrogenative-coupling of N-aryl tetrahydroisoquinolines with several nucleophiles, including nitromethane, 1-methyl-2-alkyl ketone and dialkyl (aryl) phosphine oxide. The results revealed that the reaction could be catalyzed by AQ-PHEMA efficiently to afford a series of 1-substituted-2-aryl-1,2,3,4-tetrahydroisoquinolines in good to excellent yields with nice substrate tolerance under aerobic conditions at room temperature. The practical application potential was also showcased by a gram-scale synthesis. More importantly, the utilization of AQ-PHEMA as a heterogeneous photosensitizer also showed nice recyclability and reusability of the catalyst, whereas AQ-PHEMA can be easily separated and reused for at least 8 times without significant loss of photocatalytic activity.
An efficient aerobic oxidative phosphonation of a-amino C[sbnd]H bonds over CoNiFe hydrotalcite
Xia, Zhenzhen,Qin, Lizhen,Zhou, Weiyou,Wang, Hui,Yu, Binxun,Sun, Zhonghua,Qian, Junfeng,He, Mingyang
supporting information, (2019/09/19)
An efficient and convenient heterogeneous catalytic procedure has been developed for the phosphonation of a-amino C[sbnd]H bonds with various dialkyl phosphites and diarylphosphine oxides using molecular oxygen as a sustainable oxidant over CoNiFe hydrota
N-substituted-3(10H)-acridones as visible-light photosensitizers for organic photoredox catalysis
Chen, Kun,Cheng, Yong,Chang, Yongzhi,Li, Enqin,Xu, Qing-Long,Zhang, Can,Wen, Xiaoan,Sun, Hongbin
, p. 483 - 489 (2017/12/26)
N-Substituted-3(10H)-acridones have been established as visible-light organic photocatalyst. These photosensitizers are efficient for oxidative coupling reaction of N-aryl tetrahydroisoquinolines with various nucleophiles. Notably, N-methyl-3(10H)-acridon
A robust palladium(II)-Porphyrin complex as catalyst for visible light induced oxidative C-H functionalization
To, Wai-Pong,Liu, Yungen,Lau, Tai-Chu,Che, Chi-Ming
supporting information, p. 5654 - 5664 (2013/06/04)
A series of palladium(II)-porphyrin complexes that display dual emissions with lifetimes up to 437μs have been synthesized. Among the four complexes, PdF20TPP is an efficient and robust catalyst for photoinduced oxidative C-H functionalization by using oxygen as terminal oxidant. α-Functionalized tertiary amines were obtained in good to excellent yields by light irradiation (λ>400nm) of a mixture of PdF20TPP, tertiary amine, and nucleophile (cyanide, nitromethane, dimethyl malonate, diethyl phosphite, and acetone) under aerobic conditions. Four examples of intramolecular cyclized amine compounds could be similarly prepared. Comparison of the UV-visible absorption spectra before and after the photochemical reaction revealed that PdF20TPP was highly robust (>95 % recovery). The practical application of PdF20TPP has been revealed by the photochemical reactions performed by using a low catalyst loading (0.01mol %) and on a 10mmol scale. The PdF20TPP catalyst could sensitize photoinduced oxidation of sulfides to sulfoxides in excellent yields. Mechanistic studies revealed that the photocatalysis proceeded by singlet-oxygen oxidation. Long-lived excited states! A series of palladium(II)-porphyrin complexes have been synthesized and found to display long-lived excited states with lifetimes up to 437μs (see scheme). Among these complexes, PdF 20TPP is an efficient and robust catalyst for a broad array of photoinduced oxidative C-H functionalization reactions. PtF20TPP= platinum(II) meso-tetrakis(2,3,4,5,6-pentafluorophenyl)porphyrin.
