67907-57-7Relevant articles and documents
Efficient Co-Catalyzed Double Hydroboration of Nitriles: Application to One-Pot Conversion of Nitriles to Aldimines
Gudun, Kristina A.,Slamova, Ainur,Hayrapetyan, Davit,Khalimon, Andrey Y.
supporting information, p. 4963 - 4968 (2020/04/17)
The commercially available and bench-stable Co(acac)2/dpephos system is employed as a precatalyst for selective and efficient room temperature hydroboration of organic nitriles with HBPin to produce a series of N,N-diborylamines [RN(BPin)2], which react in situ with aldehydes to give aldimines. Formation of aldimines from N,N-diborylamines does not require a dehydrating agent, is applicable to a wide range of N,N-diborylamine and aldehyde substrates and is highly chemoselective, being unaffected by various common functional groups, such as alkenes, alkynes, secondary amines, ketones, esters, amides, carboxylic acids, pyridines, nitriles, and nitro compounds. The overall transformation represents a synthetically valuable approach to aldimines from nitriles and can be performed in a sequential one-pot manner, tolerating ester, lactone, carboxamide and unactivated alkene functionalities.
N-Arylamines Coupled with Aldehydes, Ketones, and Imines by Means of Photocatalytic Proton-Coupled Electron Transfer
Xia, Qing,Tian, Hao,Dong, Jianyang,Qu, Yi,Li, Lili,Song, Hongjian,Liu, Yuxiu,Wang, Qingmin
supporting information, p. 9269 - 9273 (2018/06/04)
A photoredox-catalyzed umpolung strategy for coupling reactions between aldehydes, ketones, imines, and N-arylamines is reported. These reactions proceed by a Br?nsted acid-activated proton-coupled electron transfer pathway, and the protocol was used to synthesize a broad scope of 1,2-amino alcohols and vicinal diamines, both of which are common motifs in biologically active natural products, pharmaceutically active molecules, and ligands.
Oxidative N-debenzylation of N-benzyl-N-substituted benzylamines catalyzed by horseradish peroxidase
Kim, Sung Soo,Jung, Hwan
, p. 555 - 558 (2007/10/03)
A report on the oxidative N-debenzylation of N-benyl-N-substituted benzylamines catalyzed by horseradish peroxidase was presented. A solution of benzylamine in benzene was added to a benzene solution of p-anisaldehyde in 100 ml flask over 10 minutes. Expulsion of proton and hydroxylation yielding α-hydroxylamines were followed by the formation of benzaldehydes and benzylamines.