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http://localhost:8080/xmlui/handle/123456789/4637| Title: | DBU-Catalyzed Diastereo/Regioselective Access to Highly Substituted Spiro-oxetane Oxindoles via Ring Annulation of Isatins and Allenoates |
| Authors: | Durugappa, B Athira, C S Doddamani, S V Somappa, S B |
| Keywords: | Isatins Allenoates Spiro-oxetane Oxindoles |
| Issue Date: | 7-Jul-2023 |
| Publisher: | ACS Publications |
| Citation: | The Journal of Organic Chemistry;88(13):8882-8888 |
| Abstract: | A facile and efficient method for the diastereo/regioselective synthesis of highly functionalized spiro-oxetane oxindoles has been described. The 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)-catalyzed reaction proceeds via spiro-annulation of isatins and allenoates. The reaction is compatible with a wide range of isatins containing electron-donating groups (EDGs) and electron-withdrawing groups (EWGs) with various allenoates affording the corresponding products in acceptable yields. It is noteworthy that this is the first protocol for constructing structurally diverse motifs of highly functionalized spiro-oxetane oxindoles of pharmaceutical relevance. |
| URI: | https://doi.org/10.1021/acs.joc.3c00664 http://localhost:8080/xmlui/handle/123456789/4637 |
| Appears in Collections: | 2023 |
Files in This Item:
| File | Description | Size | Format | |
|---|---|---|---|---|
| DBU-Catalyzed Diastereo_DurugappaB_The Journal of Organic Chemistry.pdf Restricted Access | 1.71 MB | Adobe PDF | View/Open Request a copy |
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