Nair, Deepa ; Pavashe, Prashant ; Katiyar, Savita ; Namboothiri, Irishi N.N. (2016) Regioselective synthesis of pyrazole and pyridazine esters from chalcones and α-diazo-β-ketoesters Tetrahedron Letters, 57 (29). pp. 3146-3149. ISSN 0040-4039
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Official URL: http://doi.org/10.1016/j.tetlet.2016.06.020
Related URL: http://dx.doi.org/10.1016/j.tetlet.2016.06.020
Abstract
Base mediated deacylation of α-diazo-β-ketoester generates diazoester anion, a reactive 1,3-dipole, which undergoes [3+2] annulation with chalcones to afford pyrazole ketoesters. Under similar conditions, the 1,3-dipole takes part in a [3+3] annulation with chalcone epoxides to provide pyridazine esters. Despite moderate yields, high regioselectivity, mild conditions, and functional group diversity are the salient features of this novel methodology.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | 1,3-Dipolar Cycloaddition; α-Diazo-β-Ketoester; Pyrazole Ketoesters; [3+3] annulation; Pyridazine Ester. |
| ID Code: | 121327 |
| Deposited On: | 14 Jul 2021 10:08 |
| Last Modified: | 14 Jul 2021 10:08 |
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