Alina Nicolescu, Emilian Georgescu, Florea Dumitrascu, Florentina Georgescu, Florina Teodorescu, Constantin Draghici, Mino R. Caira, Calin Deleanu
Exocyclic Enamines of Pyrrolo<1,2-a>quinoxalines Generated by 1,3-dipolar Cycloaddition Reactions of Benzimidazolium Ylides to Activated Alkynes
Abstract:
The reactions of N-acetonylbenzimidazolium chlorides with various activated alkynes, in the presence of bases, led under mild conditions to a mixture of pyrrolo[1,2-a]benzimidazoles (3), 4-methylene-pyrrolo[1,2-a]quinoxaline derivatives (4) and pyrrolo[1,2-a]quinoxalin-4-one derivatives (5). The exocyclic enamine derivatives 4 have been fully characterized by multinuclear NMR spectroscopy and X-ray crystallography. A mechanism rationalizing the formation of the enamine derivatives is proposed.
Cite this article as: NICOLESCU, A., GEORGESCU, E., DUMITRASCU, F., GEORGESCU, F., TEODORESCU, F., DRAGHICI, C., CAIRA, M.R., DELEANU, C., Exocyclic Enamines of Pyrrolo<1,2-a>quinoxalines Generated by 1,3-dipolar Cycloaddition Reactions of Benzimidazolium Ylides to Activated Alkynes, Rev. Chim., 71(3), 2020, 197-209.
Vancouver Nicolescu A, Georgescu E, Dumitrascu F, Georgescu F, Teodorescu F, Draghici C, Caira MR, Deleanu C. Exocyclic Enamines of Pyrrolo<1,2-a>quinoxalines Generated by 1,3-dipolar Cycloaddition Reactions of Benzimidazolium Ylides to Activated Alkynes. Rev. Chim.[internet]. 2020 Mar;71(3):197-209. Available from: https://doi.org/10.37358/RC.20.3.7989
APA 6th edition Nicolescu, A., Georgescu, E., Dumitrascu, F., Georgescu, F., Teodorescu, F., Draghici, C., Caira, M.R. & Deleanu, C. (2020). Exocyclic Enamines of Pyrrolo<1,2-a>quinoxalines Generated by 1,3-dipolar Cycloaddition Reactions of Benzimidazolium Ylides to Activated Alkynes. Revista de Chimie, 71(3), 197-209. https://doi.org/10.37358/RC.20.3.7989
Harvard Nicolescu, A., Georgescu, E., Dumitrascu, F., Georgescu, F., Teodorescu, F., Draghici, C., Caira, M.R., Deleanu, C. (2020). 'Exocyclic Enamines of Pyrrolo<1,2-a>quinoxalines Generated by 1,3-dipolar Cycloaddition Reactions of Benzimidazolium Ylides to Activated Alkynes', Revista de Chimie, 71(3), pp. 197-209. https://doi.org/10.37358/RC.20.3.7989
IEEE A. Nicolescu, E. Georgescu, F. Dumitrascu, F. Georgescu, F. Teodorescu, C. Draghici, M.R. Caira, C. Deleanu, "Exocyclic Enamines of Pyrrolo<1,2-a>quinoxalines Generated by 1,3-dipolar Cycloaddition Reactions of Benzimidazolium Ylides to Activated Alkynes". Revista de Chimie, vol. 71, no. 3, pp. 197-209, 2020. [online]. https://doi.org/10.37358/RC.20.3.7989
Text Alina Nicolescu, Emilian Georgescu, Florea Dumitrascu, Florentina Georgescu, Florina Teodorescu, Constantin Draghici, Mino R. Caira, Calin Deleanu, Exocyclic Enamines of Pyrrolo<1,2-a>quinoxalines Generated by 1,3-dipolar Cycloaddition Reactions of Benzimidazolium Ylides to Activated Alkynes, Revista de Chimie, Volume 71, Issue 3, 2020, Pages 197-209, ISSN 2668-8212, https://doi.org/10.37358/RC.20.3.7989. (https://revistadechimie.ro/Articles.asp?ID=7989) Keywords: Nitrogen heterocycles; Pyrrolo<1;2-a>quinoxaline; Pyrrolo<1;2-a>benzimidazole; Pyrrolo<1;2-a>quinoxalinone; Enamines; Ylides; Cycloaddition
RIS TY - JOUR T1 - Exocyclic Enamines of Pyrrolo<1,2-a>quinoxalines Generated by 1,3-dipolar Cycloaddition Reactions of Benzimidazolium Ylides to Activated Alkynes A1 - Nicolescu, Alina A2 - Georgescu, Emilian A3 - Dumitrascu, Florea A4 - Georgescu, Florentina A5 - Teodorescu, Florina A6 - Draghici, Constantin A7 - Caira, Mino R. A8 - Deleanu, Calin JF - Revista de Chimie JO - Rev. Chim. PB - Revista de Chimie SRL SN - 2668-8212 Y1 - 2020 VL - 71 IS - 3 SP - 197 EP - 209 UR - https://doi.org/10.37358/RC.20.3.7989 KW - Nitrogen heterocycles KW - Pyrrolo<1 KW - 2-a>quinoxaline KW - Pyrrolo<1 KW - 2-a>benzimidazole KW - Pyrrolo<1 KW - 2-a>quinoxalinone KW - Enamines KW - Ylides KW - Cycloaddition ER -
BibTex @article{RevCh2020P197, author = {Nicolescu Alina and Georgescu Emilian and Dumitrascu Florea and Georgescu Florentina and Teodorescu Florina and Draghici Constantin and Caira Mino R. and Deleanu Calin}, title = {Exocyclic Enamines of Pyrrolo<1,2-a>quinoxalines Generated by 1,3-dipolar Cycloaddition Reactions of Benzimidazolium Ylides to Activated Alkynes}, journal = {Revista de Chimie}, volume = {71}, number = {3}, pages = {197-209}, year = {2020}, issn = {2668-8212}, doi = {https://doi.org/10.37358/RC.20.3.7989}, url = {https://revistadechimie.ro/Articles.asp?ID=7989} }
