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One-pot multicomponent construction of chromanone-fused pyrrolidinyl spirooxindole collections through a decarboxylative 1,3-dipolar [3 + 2] cycloaddition reaction.
- Source :
-
Synthetic Communications . 2019, Vol. 49 Issue 18, p2425-2435. 11p. 7 Diagrams, 3 Charts. - Publication Year :
- 2019
-
Abstract
- A new method was developed for the facile one-pot multicomponent construction of heterocycle-fused spiro compounds containing chromanone and pyrrolidinyl spirooxindoles, two potential pharmacophores, in one molecule through a decarboxylative 1,3-dipolar [3 + 2] cycloaddition reaction of carboxylic acid group-activated chromones 1 with isatin-derivated azomethine ylides based on molecular hybridization strategy. A wide variety of products with three contiguous stereocenters including a spiro quaternary stereocenter were smoothly prepared with high efficiency (up to 87% yield and 20:1 diastereomeric ratio). This method could offer libraries of architecturally diverse and multiple pharmacore collections, potentially useful in medicinal chemistry. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 00397911
- Volume :
- 49
- Issue :
- 18
- Database :
- Academic Search Index
- Journal :
- Synthetic Communications
- Publication Type :
- Academic Journal
- Accession number :
- 137541337
- Full Text :
- https://doi.org/10.1080/00397911.2019.1631346