758705-84-9Relevant academic research and scientific papers
CuI/2-Aminopyridine 1-Oxide Catalyzed Amination of Aryl Chlorides with Aliphatic Amines
Chen, Xiahong,He, Yongqiang,Liang, Yun,Liu, Wenjie,Wang, Deping,Xia, Xiaohong,Xu, Jiamin,Xu, Zhifeng,Zhang, Fuxing,Zhang, Xin
supporting information, p. 7486 - 7490 (2020/10/12)
A class of 2-aminopyridine 1-oxides are discovered to be effective ligands for the Cu-catalyzed amination of less reactive (hetero)aryl chlorides. A wide range of functionalized (hetero)aryl chlorides reacted with various aliphatic amines to afford the desired products in good to excellent yields under the catalyst of CuI/2-aminopyridine 1-oxides. Furthermore, the catalyst system worked well for the coupling of cyclic secondary amines and N-methyl benzylamine with (hetero)aryl chlorides.
Hypervalent Iodine(III) in Direct Oxidative Amination of Arenes with Heteroaromatic Amines
Manna, Srimanta,Serebrennikova, Polina O.,Utepova, Irina A.,Antonchick, Andrey P.,Chupakhin, Oleg N.
supporting information, p. 4588 - 4591 (2015/09/28)
A novel, mild, and practical method of amination of simple nonfunctionalized arenes under metal free conditions has been developed. The approach allows coupling of electron-rich arenes with amino derivatives of electron-deficient heterocycles providing rapid access to scaffolds of bioactive compounds and is based on the application of the hypervalent iodine(III) reagent as an oxidant. Regioselective functionalization of C-H bonds of arenes by the formation of C-N bonds under organocatalytic conditions was demonstrated.
Arylaminopyridinato complexes of zirconium
Crust, Edward J.,Munslow, Ian J.,Morton, Colin,Scott, Peter
, p. 2257 - 2266 (2007/10/03)
A range of 2-arylaminopyridines (HL) are synthesised readily from bromopyridines and amines using palladium-catalysed animation. Protonolysis reactions of these proligands with ZrX4 (X = NMe2, CH 2Ph, CH2But) yield zirconium complexes of the type [MLnX4-n], several of which have been characterised by X-ray crystallography. Control of metal/ligand stoichiometry and structure is pursued by investigation of the effects on substitution patterns of the pyridine and aryl rings. Some distinct patterns emerged; (i) the 6-methyl position on the pyridine appears to be particularly important with regards to control of stoichiometry, although there are co-ligand effects; (ii) structures of the metal alkyl derivatives [ZrLn(CH2R)4-n] are dominated by aromatic π-π stacking, even when bulky arene substituents are employed at L. This leads to the complexes adopting a C2v- symmetric core; (iii) the amides [ZrL2(NMe2)2] have structures for which aromatic π-π stacking is unfeasible, and correspondingly C2-symmetric or similar structures are adopted. All the structural data presented is consistent with a trans influence order at zirconium Me2N > RCH2 > py.
