516480-40-3Relevant academic research and scientific papers
Catalytic Selective Oxidative Coupling of Secondary N-Alkylanilines: An Approach to Azoxyarene
Ke, Lei,Zhu, Guirong,Qian, Hui,Xiang, Guangya,Chen, Qin,Chen, Zhilong
supporting information, p. 4008 - 4013 (2019/06/04)
Azoxyarenes are among important scaffolds in organic molecules. Direct oxidative coupling of primary anilines provides a concise fashion to construct them. However, whether these scaffolds can be prepared from secondary N-alkylanilines is not well explored. Here, we present a catalytic selective oxidative coupling of secondary N-alkylaniline to afford azoxyarene with tungsten catalyst under mild conditions. In addition, azoxy can be viewed as a bioisostere of alkene and amide. Several "azoxyarene analogues" of the corresponding bioactive alkenes and amides showed comparable promising anticancer activities.
SMALL MOLECULE INHIBITORS OF THE MCL-1 ONCOPROTEIN AND USES THEREOF
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, (2017/02/09)
Compounds that inhibit Myeloid Cell Leukemia-1 (Mcl-1) oncoprotein, and methods of using the same, are provided for treating disease.
Highly reactive, general and long-lived catalysts for palladium-catalyzed amination of heteroaryl and aryl chlorides, bromides, and iodides: Scope and structure-activity relationships
Shen, Qilong,Ogata, Tokutaro,Hartwig, John F.
, p. 6586 - 6596 (2008/12/22)
We describe a systematic study of the scope and relationship between ligand structure and activity for a highly efficient and selective class of catalysts containing sterically hindered chelating alkylphosphines for the amination of heteroaryl and aryl chlorides, bromides, and iodides. In the presence of this catalyst, aryl and heteroaryl chlorides, bromides, and iodides react with many primary amines in high yields with part-per-million quantities of palladium precursor and ligand. Many reactions of primary amines with both heteroaryl and aryl chlorides, bromides, and iodides occur to completion with 0.0005-0.05 mol % catalyst. A comparison of the reactivity of this catalyst for the coupling of primary amines at these loadings is made with catalysts generated from hindered monophosphines and carbenes, and these data illustrate the benefits of chelation. Studies on structural variants of the most active catalyst indicate that a rigid backbone in the bidentate structure, strong electron donation, and severe hindrance all contribute to its high reactivity. Thus, these complexes constitute a fourth-generation catalyst for the amination of aryl halides, whose activity complements catalysts based on monophosphines and carbenes.
Macrocyclic scaffolds derived from p-aminobenzoic acid
Campbell, Fred,Plante, Jeffrey,Carruthers, Christopher,Hardie, Michaele J.,Prior, Timothy J.,Wilson, Andrew J.
, p. 2240 - 2242 (2008/01/01)
The regiospecific synthesis of C3 macrocyclic scaffolds possessing multiple different functional groups is described. The Royal Society of Chemistry.
Microwave-accelerated methodology for the direct reductive amination of aldehydes
Kangasmetsae, Jussi J.,Johnson, Tony
, p. 5653 - 5655 (2007/10/03)
(Chemical Equation Presented) An improved procedure for the direct reductive amination of aldehydes was developed which uses dibutyltin dichloride as catalyst in the presence of phenylsilane as reductant. Rapid reaction is promoted by the use of microwave conditions with anilines, secondary and primary amines being suitable reactants.
Synthesis of N-isobutylanilines substituted in the benzene ring and their reactivity in arenesulfonylation
Kustova,Sterlikova,Klyuev
, p. 1248 - 1250 (2007/10/03)
Secondary aliphatic-aromatic amines were synthesized by hydrogenative amination of aliphatic aldehydes with aromatic amines. The kinetics of arylsulfonation of the resulting alkylarylamines with benzenesulfonyl chloride and its monosubstituted derivatives
