477489-47-7Relevant academic research and scientific papers
One-pot synthesis of N-(imidazo[1,2-a]pyridin-3-yl)-substituted sulfonamides using catalytic zinc chloride
Yu, Chuanming,Chen, Xu,Wu, Ran,Yang, Guanghui,Shi, Jiaoyong,Pan, Lingling
, p. 2037 - 2043 (2014/04/17)
A one-pot two-step synthesis of N-(imidazo[1,2-a]pyridin-3-yl)sulfonamides from easily available arylglyoxal hydrates, 2-aminopyridines, and sulfonamides has been developed. The procedure, using zinc chloride as catalyst, is simple and inexpensive. The desired products were obtained in moderate to good yields under the optimized reaction conditions. Copyright
One-pot synthesis of N-(imidazo[1,2-a]pyridin-3-yl)-and N-(imidazo[2,1-b][1,3]thiazol-5-yl)sulfonamides
Rozentsveig, Igor B.,Serykh, Valery Y.,Chernysheva, Gulnur N.,Chernyshev, Kirill A.,Kondrashov, Evgeniy V.,Tretyakov, Evgeny V.,Romanenko, Galina V.
, p. 368 - 375 (2013/02/25)
The reaction of 2-aminopyridines or 2-aminothiazole with N-(2,2-dichloro-2-phenylethylidene)arensulfonamides affords the corresponding products of nucleophilic addition to the azomethine group, N-[2,2-dichloro-2- phenyl-1-(heterylamino)ethyl]sulfonamides, in good yields. The latter are easily cyclized to (imidazo[1,2-a]pyridin-3-yl)sulfonamides and (imidazo[2,1-b] thiazol-5-yl)sulfonamides in the presence of alkali, whereas the expected isomeric (imidazo[1,2-a]pyridin-2-yl)sulfonamides and (imidazo[2,1-b]thiazol-6- yl)sulfonamides are not formed. A one-pot two-stage method for the synthesis of target heterocyclic compounds without the isolation of intermediates has been developed. A tentative mechanism of the formation of annulated heterocyclic derivatives has been proposed.
