Multicomponent synthesis of spiropyrrolidine analogues derived from vinylindole/indazole by a 1,3-dipolar cycloaddition reaction
A new series of spiropyrrolidine compounds containing indole/indazole moieties as side chains have been accomplished via a one-pot multicomponent synthesis. The method uses the 1,3-dipolar cycloaddition reaction between N-alkylvinylindole/indazole and azomethine ylides, prepared in situ from cyclic/...
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| Format: | Article |
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Beilstein-Institut
2016-12-01
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| Series: | Beilstein Journal of Organic Chemistry |
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| Online Access: | https://doi.org/10.3762/bjoc.12.288 |
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| author | Manjunatha Narayanarao Lokesh Koodlur Vijayakumar G. Revanasiddappa Subramanya Gopal Susmita Kamila |
| author_facet | Manjunatha Narayanarao Lokesh Koodlur Vijayakumar G. Revanasiddappa Subramanya Gopal Susmita Kamila |
| author_sort | Manjunatha Narayanarao |
| collection | DOAJ |
| description | A new series of spiropyrrolidine compounds containing indole/indazole moieties as side chains have been accomplished via a one-pot multicomponent synthesis. The method uses the 1,3-dipolar cycloaddition reaction between N-alkylvinylindole/indazole and azomethine ylides, prepared in situ from cyclic/acyclic amino acids. The 1,3-dipolar cycloaddition proceeds efficiently under thermal conditions to afford the regio- and stereospecific cyclic adducts. |
| first_indexed | 2024-12-17T23:38:24Z |
| format | Article |
| id | doaj.art-8ce4b1bab53f4480930ed40a195b38f3 |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-17T23:38:24Z |
| publishDate | 2016-12-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-8ce4b1bab53f4480930ed40a195b38f32022-12-21T21:28:30ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972016-12-011212893289710.3762/bjoc.12.2881860-5397-12-288Multicomponent synthesis of spiropyrrolidine analogues derived from vinylindole/indazole by a 1,3-dipolar cycloaddition reactionManjunatha Narayanarao0Lokesh Koodlur1Vijayakumar G. Revanasiddappa2Subramanya Gopal3Susmita Kamila4East Point College of Engineering and Technology, VisvesvarayaTechnological University, Aavalahalli, Bangalore-560 049, IndiaDepartment of Studies and Research in Chemistry, Vijayanagara Sri Krishnadevaraya University, Bellary-583105, IndiaDepartment of Chemistry, University College of Science, Tumkur University, BH Road, Tumakuru-572103 IndiaDepartment of Studies and Research in Chemistry, Vijayanagara Sri Krishnadevaraya University, Bellary-583105, IndiaEast Point College of Engineering and Technology, VisvesvarayaTechnological University, Aavalahalli, Bangalore-560 049, IndiaA new series of spiropyrrolidine compounds containing indole/indazole moieties as side chains have been accomplished via a one-pot multicomponent synthesis. The method uses the 1,3-dipolar cycloaddition reaction between N-alkylvinylindole/indazole and azomethine ylides, prepared in situ from cyclic/acyclic amino acids. The 1,3-dipolar cycloaddition proceeds efficiently under thermal conditions to afford the regio- and stereospecific cyclic adducts.https://doi.org/10.3762/bjoc.12.288L-prolineninhydrinsarcosinespiropyrrolidine5-vinylindazole5-vinylindole |
| spellingShingle | Manjunatha Narayanarao Lokesh Koodlur Vijayakumar G. Revanasiddappa Subramanya Gopal Susmita Kamila Multicomponent synthesis of spiropyrrolidine analogues derived from vinylindole/indazole by a 1,3-dipolar cycloaddition reaction Beilstein Journal of Organic Chemistry L-proline ninhydrin sarcosine spiropyrrolidine 5-vinylindazole 5-vinylindole |
| title | Multicomponent synthesis of spiropyrrolidine analogues derived from vinylindole/indazole by a 1,3-dipolar cycloaddition reaction |
| title_full | Multicomponent synthesis of spiropyrrolidine analogues derived from vinylindole/indazole by a 1,3-dipolar cycloaddition reaction |
| title_fullStr | Multicomponent synthesis of spiropyrrolidine analogues derived from vinylindole/indazole by a 1,3-dipolar cycloaddition reaction |
| title_full_unstemmed | Multicomponent synthesis of spiropyrrolidine analogues derived from vinylindole/indazole by a 1,3-dipolar cycloaddition reaction |
| title_short | Multicomponent synthesis of spiropyrrolidine analogues derived from vinylindole/indazole by a 1,3-dipolar cycloaddition reaction |
| title_sort | multicomponent synthesis of spiropyrrolidine analogues derived from vinylindole indazole by a 1 3 dipolar cycloaddition reaction |
| topic | L-proline ninhydrin sarcosine spiropyrrolidine 5-vinylindazole 5-vinylindole |
| url | https://doi.org/10.3762/bjoc.12.288 |
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