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K(2)CO(3)-Promoted Formal [3+3]-Cycloaddition of N-Unsubstituted Isatin N,N′-Cyclic Azomethine Imine 1,3-Dipoles with Knoevenagel Adducts
The synthesis of dicyclic spiropyridazine oxoindole derivatives by using [3+3]-cycloaddition of N-unsubstituted isatin N,N′-cyclic azomethine imine 1,3-dipoles was reported. The products bearing two consecutive stereocenters, including spiroquaternary stereocenters in one ring structure, can be effe...
| Autores principales: | , , , , , , , , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
MDPI
2023
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| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9921867/ https://www.ncbi.nlm.nih.gov/pubmed/36770700 http://dx.doi.org/10.3390/molecules28031034 |
| _version_ | 1784887414883352576 |
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| author | Yang, Guosheng Li, Sicheng Wang, Qiumi Chen, Huabao Yang, Chunping Yin, Zhongqiong Song, Xu Zhang, Li Lu, Cuifen Yue, Guizhou |
| author_facet | Yang, Guosheng Li, Sicheng Wang, Qiumi Chen, Huabao Yang, Chunping Yin, Zhongqiong Song, Xu Zhang, Li Lu, Cuifen Yue, Guizhou |
| author_sort | Yang, Guosheng |
| collection | PubMed |
| description | The synthesis of dicyclic spiropyridazine oxoindole derivatives by using [3+3]-cycloaddition of N-unsubstituted isatin N,N′-cyclic azomethine imine 1,3-dipoles was reported. The products bearing two consecutive stereocenters, including spiroquaternary stereocenters in one ring structure, can be effectively obtained in moderate to excellent yields (20–93%) and low to moderate diastereoselectivities (1:9–10:1 dr). The synthesized compounds (>35 examples) were characterized by single-crystal XRD, FTIR, NMR, and mass spectral analysis. |
| format | Online Article Text |
| id | pubmed-9921867 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2023 |
| publisher | MDPI |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-99218672023-02-12 K(2)CO(3)-Promoted Formal [3+3]-Cycloaddition of N-Unsubstituted Isatin N,N′-Cyclic Azomethine Imine 1,3-Dipoles with Knoevenagel Adducts Yang, Guosheng Li, Sicheng Wang, Qiumi Chen, Huabao Yang, Chunping Yin, Zhongqiong Song, Xu Zhang, Li Lu, Cuifen Yue, Guizhou Molecules Article The synthesis of dicyclic spiropyridazine oxoindole derivatives by using [3+3]-cycloaddition of N-unsubstituted isatin N,N′-cyclic azomethine imine 1,3-dipoles was reported. The products bearing two consecutive stereocenters, including spiroquaternary stereocenters in one ring structure, can be effectively obtained in moderate to excellent yields (20–93%) and low to moderate diastereoselectivities (1:9–10:1 dr). The synthesized compounds (>35 examples) were characterized by single-crystal XRD, FTIR, NMR, and mass spectral analysis. MDPI 2023-01-19 /pmc/articles/PMC9921867/ /pubmed/36770700 http://dx.doi.org/10.3390/molecules28031034 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
| spellingShingle | Article Yang, Guosheng Li, Sicheng Wang, Qiumi Chen, Huabao Yang, Chunping Yin, Zhongqiong Song, Xu Zhang, Li Lu, Cuifen Yue, Guizhou K(2)CO(3)-Promoted Formal [3+3]-Cycloaddition of N-Unsubstituted Isatin N,N′-Cyclic Azomethine Imine 1,3-Dipoles with Knoevenagel Adducts |
| title | K(2)CO(3)-Promoted Formal [3+3]-Cycloaddition of N-Unsubstituted Isatin N,N′-Cyclic Azomethine Imine 1,3-Dipoles with Knoevenagel Adducts |
| title_full | K(2)CO(3)-Promoted Formal [3+3]-Cycloaddition of N-Unsubstituted Isatin N,N′-Cyclic Azomethine Imine 1,3-Dipoles with Knoevenagel Adducts |
| title_fullStr | K(2)CO(3)-Promoted Formal [3+3]-Cycloaddition of N-Unsubstituted Isatin N,N′-Cyclic Azomethine Imine 1,3-Dipoles with Knoevenagel Adducts |
| title_full_unstemmed | K(2)CO(3)-Promoted Formal [3+3]-Cycloaddition of N-Unsubstituted Isatin N,N′-Cyclic Azomethine Imine 1,3-Dipoles with Knoevenagel Adducts |
| title_short | K(2)CO(3)-Promoted Formal [3+3]-Cycloaddition of N-Unsubstituted Isatin N,N′-Cyclic Azomethine Imine 1,3-Dipoles with Knoevenagel Adducts |
| title_sort | k(2)co(3)-promoted formal [3+3]-cycloaddition of n-unsubstituted isatin n,n′-cyclic azomethine imine 1,3-dipoles with knoevenagel adducts |
| topic | Article |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9921867/ https://www.ncbi.nlm.nih.gov/pubmed/36770700 http://dx.doi.org/10.3390/molecules28031034 |
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