Metal- And Solvent-Free Multicomponent Decarboxylative A3-Coupling for the Synthesis of Propargylamines: Experimental, Computational, and Biological Investigations
| dc.contributor.author | Kaur P. | |
| dc.contributor.author | Kumar B. | |
| dc.contributor.author | Gurjar K.K. | |
| dc.contributor.author | Kumar R. | |
| dc.contributor.author | Kumar V. | |
| dc.contributor.author | Kumar R. | |
| dc.date.accessioned | 2020-02-18T10:06:32Z | |
| dc.date.accessioned | 2024-08-13T11:16:34Z | |
| dc.date.available | 2020-02-18T10:06:32Z | |
| dc.date.available | 2024-08-13T11:16:34Z | |
| dc.date.issued | 2020 | |
| dc.description.abstract | Decarboxylative A3-coupling of ortho-hydroxybenzaldehydes, secondary amines, and alkynoic acids is performed under catalyst and solvent-free conditions. The developed methodology provided a waste-free method for the synthesis of hydroxylated propargylamines which are versatile precursors for various bioactive heterocyclic scaffolds. The experimental and density functional theory studies revealed that the in situ-formed ortho-quinonoid intermediate (formed from ortho-hydroxybenzaldehyde and amine) undergoes a concerted Eschweiler-Clarke type decarboxylation with alkynoic acids. The synthesized compounds were evaluated for MAO-A, MAO-B, and AChE inhibitory activities as potential drug candidates for the treatment of various neurological disorders. Compound 4f was found to be the most potent and selective MAO-B (high selectivity over MAO-A) and AChE inhibitor in the series with IC50 values of 4.27 ± 0.07 and 0.79 ± 0.03 ?M, respectively. | en_US |
| dc.identifier.doi | 10.1021/acs.joc.9b02806 | |
| dc.identifier.issn | 223263 | |
| dc.identifier.uri | http://10.2.3.109/handle/32116/2610 | |
| dc.identifier.url | https://pubs.acs.org/doi/10.1021/acs.joc.9b02806 | |
| dc.language.iso | en | en_US |
| dc.publisher | American Chemical Society | en_US |
| dc.title | Metal- And Solvent-Free Multicomponent Decarboxylative A3-Coupling for the Synthesis of Propargylamines: Experimental, Computational, and Biological Investigations | en_US |
| dc.title.journal | Journal of Organic Chemistry | en_US |
| dc.type | Article | en_US |
| dc.type.accesstype | Closed Access | en_US |