Silver(I) triflate-catalyzed protocol for the post-ugi synthesis of spiroindolines
- Author
- Manzoor Zaman, Muhammad Hasan, Anatoly A. Peshkov, Kristof Van Hecke (UGent) , Erik V. Van der Eycken, Olga P. Pereshivko and Vsevolod A. Peshkov
- Organization
- Abstract
- A silver(I) triflate-catalyzed protocol for the post-Ugi synthesis of tetracyclic spiroindolines has been developed. The protocol worked best for indole-3-carbaldehyde-derived Ugi adducts obtained using anilines and 3-aryl propiolic acids. Thus, it is complementary to the previous cationic gold-catalyzed procedure that was developed for analogues Ugi substrates derived from aliphatic amines and 3-alkyl propiolic acids. Furthermore, we have demonstrated that under our new settings this domino Friedel-Crafts ipso cyclization / imine trapping process could be efficiently combined with the preceding four-component Ugi reaction into a two-step one-pot transformation.
- Keywords
- SUPPORTED GOLD NANOPARTICLES, CRAFTS ALLYLIC ALKYLATION, MICHAEL CASCADE REACTION, INTRAMOLECULAR HYDROARYLATION, ASYMMETRIC DEAROMATIZATION, ENANTIOSELECTIVE CONSTRUCTION, IPSO-IODOCYCLIZATION, EFFICIENT SYNTHESIS, CYCLIZATION, INDOLES, Domino reactions, Multicomponent reactions, Nitrogen heterocycles, Silver catalysis, Spiro compounds
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Citation
Please use this url to cite or link to this publication: http://hdl.handle.net/1854/LU-8645651
- MLA
- Zaman, Manzoor, et al. “Silver(I) Triflate-Catalyzed Protocol for the Post-Ugi Synthesis of Spiroindolines.” ADVANCED SYNTHESIS & CATALYSIS, vol. 362, no. 1, 2020, pp. 261–68, doi:10.1002/adsc.201901064.
- APA
- Zaman, M., Hasan, M., Peshkov, A. A., Van Hecke, K., Van der Eycken, E. V., Pereshivko, O. P., & Peshkov, V. A. (2020). Silver(I) triflate-catalyzed protocol for the post-ugi synthesis of spiroindolines. ADVANCED SYNTHESIS & CATALYSIS, 362(1), 261–268. https://doi.org/10.1002/adsc.201901064
- Chicago author-date
- Zaman, Manzoor, Muhammad Hasan, Anatoly A. Peshkov, Kristof Van Hecke, Erik V. Van der Eycken, Olga P. Pereshivko, and Vsevolod A. Peshkov. 2020. “Silver(I) Triflate-Catalyzed Protocol for the Post-Ugi Synthesis of Spiroindolines.” ADVANCED SYNTHESIS & CATALYSIS 362 (1): 261–68. https://doi.org/10.1002/adsc.201901064.
- Chicago author-date (all authors)
- Zaman, Manzoor, Muhammad Hasan, Anatoly A. Peshkov, Kristof Van Hecke, Erik V. Van der Eycken, Olga P. Pereshivko, and Vsevolod A. Peshkov. 2020. “Silver(I) Triflate-Catalyzed Protocol for the Post-Ugi Synthesis of Spiroindolines.” ADVANCED SYNTHESIS & CATALYSIS 362 (1): 261–268. doi:10.1002/adsc.201901064.
- Vancouver
- 1.Zaman M, Hasan M, Peshkov AA, Van Hecke K, Van der Eycken EV, Pereshivko OP, et al. Silver(I) triflate-catalyzed protocol for the post-ugi synthesis of spiroindolines. ADVANCED SYNTHESIS & CATALYSIS. 2020;362(1):261–8.
- IEEE
- [1]M. Zaman et al., “Silver(I) triflate-catalyzed protocol for the post-ugi synthesis of spiroindolines,” ADVANCED SYNTHESIS & CATALYSIS, vol. 362, no. 1, pp. 261–268, 2020.
@article{8645651,
abstract = {{A silver(I) triflate-catalyzed protocol for the post-Ugi synthesis of tetracyclic spiroindolines has been developed. The protocol worked best for indole-3-carbaldehyde-derived Ugi adducts obtained using anilines and 3-aryl propiolic acids. Thus, it is complementary to the previous cationic gold-catalyzed procedure that was developed for analogues Ugi substrates derived from aliphatic amines and 3-alkyl propiolic acids. Furthermore, we have demonstrated that under our new settings this domino Friedel-Crafts ipso cyclization / imine trapping process could be efficiently combined with the preceding four-component Ugi reaction into a two-step one-pot transformation.}},
author = {{Zaman, Manzoor and Hasan, Muhammad and Peshkov, Anatoly A. and Van Hecke, Kristof and Van der Eycken, Erik V. and Pereshivko, Olga P. and Peshkov, Vsevolod A.}},
issn = {{1615-4150}},
journal = {{ADVANCED SYNTHESIS & CATALYSIS}},
keywords = {{SUPPORTED GOLD NANOPARTICLES,CRAFTS ALLYLIC ALKYLATION,MICHAEL CASCADE REACTION,INTRAMOLECULAR HYDROARYLATION,ASYMMETRIC DEAROMATIZATION,ENANTIOSELECTIVE CONSTRUCTION,IPSO-IODOCYCLIZATION,EFFICIENT SYNTHESIS,CYCLIZATION,INDOLES,Domino reactions,Multicomponent reactions,Nitrogen heterocycles,Silver catalysis,Spiro compounds}},
language = {{eng}},
number = {{1}},
pages = {{261--268}},
title = {{Silver(I) triflate-catalyzed protocol for the post-ugi synthesis of spiroindolines}},
url = {{http://doi.org/10.1002/adsc.201901064}},
volume = {{362}},
year = {{2020}},
}
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