22090-26-2Relevant articles and documents
Dehydrogenation/(3+2) Cycloaddition of Saturated Aza-Heterocycles via Merging Organic Photoredox and Lewis Acid Catalysis
Xiao, Teng-Fei,Zhang, Yi-Fan,Hou, Wen-Tao,Yan, Pen-Ji,Hai, Jun,Xu, Peng-Fei,Xu, Guo-Qiang
supporting information, p. 8942 - 8946 (2021/11/24)
Herein, we report a photoinduced dehydrogenation/(3+2) cycloaddition reaction by merging organic photoredox and Lewis acid catalysis, providing a straightforward and efficient approach for directly installing a benzofuran skeleton on the saturated aza-heterocycles. In this protocol, we also describe a novel organic photocatalyst (t-Bu-DCQ) with the advantages of a wider redox potential, easy synthesis, and a low price. Furthermore, the stepwise activation mechanism of dual C(sp3)-H bonds was demonstrated by a series of experimental and computational studies.
Aryl-Diadamantyl Phosphine Ligands in Palladium-Catalyzed Cross-Coupling Reactions: Synthesis, Structural Analysis, and Application
Sinai, ádám,Simkó, Dániel Cs.,Szabó, Fruzsina,Paczal, Attila,Gáti, Tamás,Bényei, Attila,Novák, Zoltán,Kotschy, András
supporting information, p. 1122 - 1128 (2020/03/03)
Synthesis, temperature-dependent NMR structure investigation and utilization of a new, stable and easily accessible aryl-diadamantylphosphine ligand family is reported. The bulky and electron-rich phosphorus center of the ligand enhances the catalytic activity of palladium in cross-coupling reactions of sterically demanding ortho-substituted aryl halides. In our study, we demonstrated the synthetic applicability of the new phosphine ligands in Buchwald-Hartwig and tosyl hydrazone coupling reactions.
Preparation method for series synthesis of phenylpyrrolidine derivative under metal catalysis
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Paragraph 0015, (2020/09/16)
The invention relates to a preparation method for series synthesis of a phenylpyrrolidine derivative under metal catalysis. The structural formula of the prepared phenylpyrrolidine derivative is shownin the figure 1. The preparation method comprises the following steps: preparing an N, N-diallyl aniline compound, a Grubbs catalyst, reduced iron powder and a reaction solvent, setting the reactiontemperature to be 40 DEG C, and fully stirring and reacting for 8-10 hours in a hydrogen atmosphere; and quenching after the reaction is monitored by TLC, extracting by using an organic solvent, drying, filtering, concentrating, and purifying by column chromatography to obtain the phenylpyrrolidine derivative with the yield of 62-81%. According to the method, the phenylpyrrolidine derivative is synthesized through one-pot series connection, raw materials are easy to obtain, operation is easy, repeatability is good, reaction conditions are mild, and the method is suitable for industrial production.