30417-18-6Relevant academic research and scientific papers
Using experimental and computational approaches to probe an unusual carbon-carbon bond cleavage observed in the synthesis of benzimidazole: N -oxides
Politano, Fabrizio,Sandoval, Arturo León,Uranga, Jorge G.,Buján, Elba I.,Leadbeater, Nicholas E.
supporting information, p. 208 - 215 (2021/01/14)
Experimental and computational studies have been performed in order to investigate an unusual carbon-carbon bond cleavage that occurs in the preparation of certain benzimidazole N-oxides from anilines. The key factor determining the outcome of the reactio
One-pot two-step synthesis of 2-aryl benzimidazole N-oxides using microwave heating as a tool
Politano, Fabrizio,Gran-Magano, Ana K.,Leadbeater, Nicholas E.
, (2019/11/02)
A methodology is reported for the preparation of 2-aryl-benzimidazole-3-oxide derivatives. By means of a one-pot two-step protocol, a library of 42 new compounds has been prepared. Reactions were performed in a total time of 40 min using microwave heating
Preparation of benzimidazole N-oxides by a two-step continuous flow process
Politano, Fabrizio,Buján, Elba I.,Leadbeater, Nicholas E.
, p. 952 - 957 (2017/09/30)
A continuous flow process for the synthesis of nitrobenzimidazole N-oxides from 2,6-dinitrochlorobenzene and amines or amino acids is reported. The process, performed in a two-step sequence, is faster than previously reported batch processes and avoids so
Regioselective syntheses of 1-,2-,3-and 4-aminoindolo-[2,3-b]quinoxalines
Jaouen, Aurelie,Helissey, Philippe,Desbene-Finck, Stephanie,Giorgi-Renault, Sylviane
experimental part, p. 2745 - 2759 (2011/04/17)
In view of the contradictory results published in the literature concerning the structure of the indoloquinoxalines obtained by condensation of isatin with an unsymmetrical benzene-1,2-diamine, regioselective syntheses of the 1-, 2-, 3-, and 4-aminoindolo
The Effect of ortho Substituents on the Mechanism of Aromatic Nucleophilic Substitution Reactions in Dipolar Aprotic Solvents
Emokpae, Thomas A.,Uwakwe, Patrick U.,Hirst, Jack
, p. 125 - 132 (2007/10/02)
The reactions of 2,6-dinitrophenyl phenyl ether and of 6-methyl-2,4-dinitrophenyl phenyl ether with piperidine, morpholine, butylamine and benzylamine are base catalysed in both dimethyl sulfoxide and acetonitrile.The reaction of 2-phenoxy-3,5-dinitropyridine with aniline is base catalysed in acetonitrile, but not in dimethyl sulfoxide, and its reactions with piperidine, morpholine, butylamine and benzylamine in acetonitrile are also base catalysed.The results are discussed in terms of the prevailing theories of aromatic nucleophilic substitution reactions.Increasein activation of the substrate increases the k2/k-1 and k3/k-1 ratios.For ortho substituents, steric/stereoelectronic effects in the transition state reduce both k-1, the rate constant for the decomposition of the zwitterionic intermediate to reactants, and k2 and k3, the rate constants for its decomposition to products.When the substrate has two ortho groups the different behaviour of primary and secondary amines found with substrates containing only one ortho-nitro group is not observed.
The Mechanisms of Nucleophilic Substitution Reactions of Aromatic Ethers with Amines in Benzene
Emokpae, Thomas A.,Uwakwe, Patrick U.,Hirst, Jack
, p. 509 - 514 (2007/10/02)
The variation of the second-order rate constants with nucleophile concentration has been determined for the following reactions of some aromatic ethers with primary and secondary amines in benzene: 6-methyl-2,4-dinitrophenyl- and 2,6-dinitrophenyl phenyl
