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| Title: | Organobase-catalyzed Mannich reaction of cyclic N-sulfonyl imines and 1,2-diketones: A sustainable approach to 4-(3-arylquinoxalin-2-ylmethyl)sufamidates |
| Authors: | Rani, Poonam Prakash, Meher Samanta, Sampak |
| Keywords: | 4-(3-Arylquinoxalin-2-ylmethyl)-substituted sulfamidates;Cyclic N-sulfonyl imines;Green method;Mannich reaction;Organobase-catalyzed |
| Issue Date: | 2023 |
| Publisher: | Elsevier Ltd |
| Citation: | Rani, P., Prakash, M., & Samanta, S. (2023). Organobase-catalyzed mannich reaction of cyclic N-sulfonyl imines and 1,2-diketones: A sustainable approach to 4-(3-arylquinoxalin-2-ylmethyl)sufamidates. Tetrahedron Letters, 122 doi:10.1016/j.tetlet.2023.154490 |
| Abstract: | A convenient, eco-friendly, organobase-catalyzed one-pot two-step sequential approach to a fascinating class of various 4-(3-arylquinoxalin-2-ylmethyl)-substituted sulfamidates in good to high yields is reported. This C–C/C[dbnd]N bond-forming reaction proceeds via a Mannich reaction of cyclic N-sulfonyl aldimines with 1-aryl-2-alkyl-1,2-diketones catalyzed by triethylamine, followed by the aza-cyclization of in situ formed 1,2-dicarbonyl precursors with ortho-diaminoarenes in PEG-400 as a natural, reusable, and benign solvent at room temperature. In addition, this 100% carbon atom-economic approach could be viable for gram-scale synthesis and tolerates various synthetically resourceful functionalities under mild conditions. © 2023 Elsevier Ltd |
| URI: | https://doi.org/10.1016/j.tetlet.2023.154490 https://dspace.iiti.ac.in/handle/123456789/11877 |
| ISSN: | 0040-4039 |
| Type of Material: | Journal Article |
| Appears in Collections: | Department of Mathematics |
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