1423447-95-3Relevant academic research and scientific papers
Fine tuning the outcome of 1,3-dipolar cycloaddition reactions of benzimidazolium ylides to activated alkynes
Georgescu, Emilian,Nicolescu, Alina,Georgescu, Florentina,Teodorescu, Florina,Shova, Sergiu,Marinoiu, Adriana T.,Dumitrascu, Florea,Deleanu, Calin
, p. 2507 - 2520 (2016/04/26)
1,3-Dipolar cycloaddition reactions of benzimidazolium ylides, generated from 3-phenacylbenzimidazolium bromides, to non-symmetrical activated dipolarophiles in various reaction conditions led to complex mixtures of pyrrolo[1,2-a]benzimidazole and pyrrolo[1,2-a]quinoxaline derivatives. In order to explain all experimental results, the influence of reaction conditions on the reaction products was investigated. For the first time, 4-hydroxy-4,5-dihydropyrrolo[1,2-a]quinoxaline derivatives 6, pyrrolo[1,2-a]quinoxalinium quaternary salts 8, as well as 4-methoxy-4,5-dihydropyrrolo[1,2-a]quinoxalines 9, were separated, fully characterized and their interconversions are presented, together with a proposed reaction mechanism.
Unexpected formation of pyrrolo[1,2-a]quinoxaline derivatives during the multicomponent synthesis of pyrrolo[1,2-a]benzimidazoles
Nicolescu, Alina,Deleanu, Calin,Georgescu, Emilian,Georgescu, Florentina,Iurascu, Ana-Maria,Shova, Sergiu,Filip, Petru
, p. 1486 - 1488 (2013/04/23)
New pyrrolo[1,2-a]benzimidazole and pyrrolo[1,2-a]quinoxaline derivatives are obtained via one-pot, three-component reactions from 1-benzylbenzimidazoles, α-bromocarbonyl compounds, and non-symmetrical activated acetylenic dipolarophiles in propylene oxide as both the reaction medium and acid scavenger, at room temperature. When the same reaction is performed in 1,2-epoxybutane at reflux temperature only the pyrrolo[1,2-a]benzimidazole derivative is obtained. Copyright
