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| Title: | Lewis-Base-Catalyzed Domino Reaction of Morita–Baylis–Hillman Carbonates of Isatins with Enolizable Cyclic Carbonyl Compounds: Stereoselective Access to Spirooxindole-Pyrans |
| Authors: | Yadav, Anubha Banerjee, Joyanta Mobin, Shaikh M. Samanta, Sampak |
| Issue Date: | 2018 |
| Publisher: | Wiley-VCH Verlag |
| Citation: | Yadav, A., Banerjee, J., Arupula, S. K., Mobin, S. M., & Samanta, S. (2018). Lewis-base-catalyzed domino reaction of Morita–Baylis–Hillman carbonates of isatins with enolizable cyclic carbonyl compounds: Stereoselective access to spirooxindole-pyrans. Asian Journal of Organic Chemistry, 7(8), 1595-1599. doi:10.1002/ajoc.201800240 |
| Abstract: | The present paper reports an efficient, organocatalytic, environmentally friendly and stereoselective [3+3] one-pot allylic alkylation/oxa-Michael reaction by involving a wide range of Morita–Baylis–Hillman (MBH) carbonates of isatins and several pharmacologically attractive enolizable C−H activated cyclic carbonyl compounds such as 1,3-binucleophiles, namely pyrazolones, isoxazolones, 4-hydroxyxoumarins, 4-hydroxy-6-methyl-α-pyrone, lawsone and dimedone in a biomass-derived 2-MeTHF as green solvent catalyzed by DABCO as a solid Lewis-base catalyst. This protocol delivers a unique class of medicinally promising spirooxindole-fused-dihydropyran scaffolds. © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim |
| URI: | https://doi.org/10.1002/ajoc.201800240 https://dspace.iiti.ac.in/handle/123456789/9013 |
| ISSN: | 2193-5807 |
| Type of Material: | Journal Article |
| Appears in Collections: | Department of Chemistry |
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