952-14-7Relevant academic research and scientific papers
Synthesis, NMR, X-ray crystallography and DFT studies of some regioisomers possessing imidazole heterocycles
Celik, Ismail,Doganc, Fatima,Goker, Hakan,Ozden, Seckin,Puskullu, Mustafa Orhan,Sahin, Ertan
, (2021/06/16)
Imidazole-containing heterocycles: Imidazopyridines, imidazopyrimidines can exist in several tautomeric forms. Their regioselectivities were determined for N-alkylations with 4-chlorobenzyl bromide under basic conditions (K2CO3) in DMF. We observed that, regioisomers were mainly formed as a mixture in this reaction and N-benzylation occurs at a higher ratio on six membered heterocycles. Their structural assignments were made with the use of two-dimensional 1H–1H NOE (Nuclear Overhauser Effect Spectroscopy, NOESY) and 1H-15N HMBC (Heteronuclear Multiple Bond Correlation) spectra. Further confirmation of the structure of 2c and 3c were obtained from X-ray crystallography. Experimental data was confirmed by Density Functional Theory (DFT) studies as well.
Highly efficient, mild, one pot synthesis of 2-substituted benzimidazoles, benzothiazoles and pyridoimidazoles promoted by N-iodosuccinimide
Bhattacharyya, Bhaswati,Dhara, Kaliprasanna
, p. 1749 - 1759 (2014/01/17)
A common and highly efficient metal-free route for the synthesis of 2-substituted benzimidazoles, benzothiazoles and pyridoimidazoles from suitable 1,2-difunctionalised aromatic compounds and various aromatic and aliphatic aldehydes and ferrocenecarboxaldehyde was developed using N-iodosuccinimide as the oxidizing agent. The methodology involved very short reaction time, mild reaction procedure and easy work-up as well as excellent yields of the products.
Regioselective C2-arylation of imidazo[4,5-b]pyridines
Macdonald, Jonathan,Oldfield, Victoria,Bavetsias, Vassilios,Blagg, Julian
supporting information, p. 2335 - 2347 (2013/04/23)
We show that N3-MEM-protected imidazo[4,5-b]pyridines undergo efficient C2-functionalisation via direct C-H arylation. Twenty-two substituted imidazo[4,5-b]pyridines are prepared and iterative, selective elaboration of functionalised imidazo[4,5-b]pyridin
Eco-friendly and facile synthesis of 2-substituted-1H-imidazo[4,5-b]pyridine in aqueous medium by air oxidation
Kale, Rajesh P.,Shaikh, Mohammad U.,Jadhav, Ganesh R.,Gill, Charansingh H.
scheme or table, p. 1780 - 1782 (2009/07/19)
We report a new environmentally-benign, convenient, and facile methodology for the synthesis of 2-substituted-1H-imidazo[4,5-b]pyridine. The reaction of 2,3-diaminopyridine with substituted aryl aldehydes in water under thermal conditions without the use
PREPARATION OF 2-ARYL-SUBSTITUTED IMIDAZOPYRIDINES AND IMIDAZOPYRIDINES
Yutilov, Yu. M.,Shcherbina, L. I.
, p. 529 - 535 (2007/10/02)
It is proposed that sulfur be used as the oxidizing agent in the synthesis of 2-arylimidazopyridines from o-diaminopyridines and aromatic (heteroaromatic) aldehydes.Benzyl alcohols and benzylpyridinium salts can be used in place of aldehydes. 2-Phenylimid
