54231-40-2Relevant academic research and scientific papers
Palladium-Catalyzed Suzuki Cross-Coupling of 2-Halo-Deazapurines with Potassium Organotrifluoroborate Salts in the Regioselective Synthesis of Imidazo[4,5-b]pyridine Analogues
Savitha, Bhaskaran,Sajith, Ayyiliath. M.,Joy, M. Nibin,Khader, K.K. Abdul,Muralidharan,Padusha, M. Syed Ali,Bodke, Yadav D.
, p. 618 - 630 (2016/07/06)
In this paper, we report the use of potassium organotrifluoroborate salts as nucleophilic organoboron reagents in the Suzuki cross-coupling reactions of 2-halo deazapurines. Regio-isomeric C-2-substituted imidazo[4,5-b]pyridine analogues were synthesized by employing this protocol in good to excellent yields. Whereas aryl and heteroaryl trifluoroborates reacted readily to give the coupled products in high yields, alkyltrifluoroborates were found to be less reactive. The utilization of tetrabutylammonium acetate was found to play a substantial role in enhancing the reaction rates of the cross-coupling process. Also, a comparative study was performed between boronic acids and potassium organotrifluoroborate salts.
Nucleophilic substitution reaction of amines with 3-bromo-4-nitropyridine (and 2-nitropyridine): A new nitro-group migration
Yao, Jiangchao,Blake, Paul R.,Yang, Ji
, p. 2071 - 2081 (2007/10/03)
On the reaction 3-bromo-4-nitropyridine with amine, three in stead of two expected products are separated. 2D NMR spectral data indicate the major product was an unexpected nitro-group migration product. To explore the rearrangement mechanism, a systematic study with various solvents and bases was undertaken. Results obtained indicate that nitro-group migration occurs in polar aprotic solvents; while expected nucleophilic substitution took place under all tested conditions.
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
