82749-62-0Relevant articles and documents
Palladium-Catalyzed Amination of Aryl Bromides: Use of Phosphinoether Ligands for the Efficient Coupling of Acyclic Secondary Amines
Marcoux, Jean-Francois,Wagaw, Seble,Buchwald, Stephen L.
, p. 1568 - 1569 (1997)
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Straightforward access to high-performance organometallic catalysts by fluoride activation: Proof of principle on asymmetric cyanation, asymmetric Michael addition, CO2 addition to epoxide, and reductive alkylation of amines by tetrahydrofuran
Chusov, Denis,Tsygankov, Alexey A.
, p. 13077 - 13084 (2021/11/01)
We demonstrate that well-known transition metal catalysts can be transformed into high-performance versions by the simple use of a fluoride anion source. In situ fluoride-activated catalysts are highly active catalytic species. The isolation may lead to degradation of the species or a decrease in catalytic activity. Fluoride activation of known, relatively simple catalysts resulted in the development of one of the most efficient catalytic systems for the asymmetric cyanation of aldehydes, asymmetric Michael addition, and synthesis of cyclic carbonates. Furthermore, the fluoride-assisted reductive opening of tetrahydrofuran (THF) with amines was developed. We believe that the proposed approach can find broad applications in the enhancement of known catalytic processes and in the design of new ones.
An Effective Heterogeneous Copper Catalyst System for C-N Coupling and Its Application in the Preparation of 2-Methyl-4-methoxydiphenylamine (MMDPA)
Yi, Zhou,Huang, Manna,Wan, Yiqian,Zhu, Xinhai
, p. 3911 - 3920 (2018/09/29)
A ligand-recyclable, environmentally benign heterogeneous catalyst system composed of CuI and polystyrene-supported N (-(4-(aminomethyl)naphthalen-1-yl)- N (-phenyl-1 H -pyrrole-2-carbohydrazide (PSAP) has been established for Ullmann type C-N coupling based on the homogeneous catalyst system N ′, N ′-diphenyl-1 H -pyrrole-2-carbohydrazide/CuI. This heterogeneous catalyst system maintained the catalytic effectiveness of the homogeneous catalyst. A variety of functionalized aryl bromides can be efficiently aminated with aryl amines and aliphatic amines with high selectivity for amines over alcohols. Moreover, a practical application of this catalyst system to promote the reaction of commercially available 4-methoxy-2-methylaniline and bromobenzene in 10 mmol scale, provided 2-methyl-4-methoxydiphenylamine (MMDPA) with 93% yield with the merit of the approach being simple operation for work-up and purification.