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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Autores principales: Narayanarao, Manjunatha, Koodlur, Lokesh, Revanasiddappa, Vijayakumar G, Gopal, Subramanya, Kamila, Susmita
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5238586/
https://www.ncbi.nlm.nih.gov/pubmed/28144362
http://dx.doi.org/10.3762/bjoc.12.288
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author Narayanarao, Manjunatha
Koodlur, Lokesh
Revanasiddappa, Vijayakumar G
Gopal, Subramanya
Kamila, Susmita
author_facet Narayanarao, Manjunatha
Koodlur, Lokesh
Revanasiddappa, Vijayakumar G
Gopal, Subramanya
Kamila, Susmita
author_sort Narayanarao, Manjunatha
collection PubMed
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.
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spelling pubmed-52385862017-01-31 Multicomponent synthesis of spiropyrrolidine analogues derived from vinylindole/indazole by a 1,3-dipolar cycloaddition reaction Narayanarao, Manjunatha Koodlur, Lokesh Revanasiddappa, Vijayakumar G Gopal, Subramanya Kamila, Susmita Beilstein J Org Chem Full Research Paper 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. Beilstein-Institut 2016-12-29 /pmc/articles/PMC5238586/ /pubmed/28144362 http://dx.doi.org/10.3762/bjoc.12.288 Text en Copyright © 2016, Narayanarao et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Narayanarao, Manjunatha
Koodlur, Lokesh
Revanasiddappa, Vijayakumar G
Gopal, Subramanya
Kamila, Susmita
Multicomponent synthesis of spiropyrrolidine analogues derived from vinylindole/indazole by a 1,3-dipolar cycloaddition reaction
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 Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5238586/
https://www.ncbi.nlm.nih.gov/pubmed/28144362
http://dx.doi.org/10.3762/bjoc.12.288
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