758705-81-6Relevant academic research and scientific papers
Iodine-Mediated Aryl C?H Amination for the Synthesis of Benzimidazoles and Pyrido[1,2-a]benzimidazoles
Lv, Zhigang,Liu, Jing,Wei, Wei,Wu, Jie,Yu, Wenquan,Chang, Junbiao
supporting information, p. 2759 - 2766 (2016/09/13)
An intramolecular aryl C?H amination reaction has been achieved using molecular iodine as the sole oxidant for the synthesis of benzimidazole derivatives. The required substrates were readily prepared by addition or coupling of arylamines with the corresponding nitriles or aryl iodides. Iodine-mediated oxidative cyclization of these substrates in the presence of potassium carbonate (K2CO3) as base afforded the corresponding products in moderate to good yields. The transition metal-free protocol presented here is insensitive to air and operationally simple. This versatile and eco-friendly synthetic methodology is broadly applicable to a variety of N-aryl-substituted amidines and pyridin-2-amines, and provides direct access to both 1H-benzo[d]imidazole and pyrido[1,2-a]benzimidazole derivatives from the corresponding precursors. (Figure presented.).
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.
