223394-90-9Relevant articles and documents
Zirconium-hydride-catalyzed site-selective hydroboration of amides for the synthesis of amines: Mechanism, scope, and application
Han, Bo,Jiao, Haijun,Wu, Lipeng,Zhang, Jiong
, p. 2059 - 2067 (2021/09/02)
Developing mild and efficient catalytic methods for the selective synthesis of amines is a longstanding research objective. In this respect, catalytic deoxygenative amide reduction has proven to be promising but challenging, as this approach necessitates selective C–O bond cleavage. Herein, we report the selective hydroboration of primary, secondary, and tertiary amides at room temperature catalyzed by an earth-abundant-metal catalyst, Zr-H, for accessing diverse amines. Various readily reducible functional groups, such as esters, alkynes, and alkenes, were well tolerated. Furthermore, the methodology was extended to the synthesis of bio- and drug-derived amines. Detailed mechanistic studies revealed a reaction pathway entailing aldehyde and amido complex formation via an unusual C–N bond cleavage-reformation process, followed by C–O bond cleavage.
Solvent-free copper-catalyzed N-arylation of amino alcohols and diamines with aryl halides
Yin, Huiqing,Jin, Ming,Chen, Wei,Chen, Chen,Zheng, Likang,Wei, Ping,Han, Shiqing
supporting information; experimental part, p. 1265 - 1270 (2012/03/27)
A simple and mild method for the coupling of aryl halides with amino alcohols and diamines is described. The reactions can be performed under ligand-free and solvent-free conditions, and generate the products in good yield.
New synthetic route for selectively substituted 1,n-diamines. Synthesis of N-aryl tetra- and pentamethylenediamines
Ramirez, María A.,Corona, María V.,Blanco, Maria M.,Perillo, Isabel A.,Porcal, Williams,Salerno, Alejandra
scheme or table, p. 5000 - 5002 (2011/02/21)
A general procedure for the synthesis of N-aryltetra- and pentamethylenediamines 1 by acid hydrolysis of N-aryl-N'-acylalkylenediamines 2 under microwave irradiation is described. The precursors 2 are obtained by amination of the corresponding N-(x-haloal