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Camphorsulfonic Acid-Mediated One-Pot Tandem Consecutive via the Ugi Four-Component Reaction for the Synthesis of Functionalized Indole and 2-Quinolone Derivatives by Switching Solvents
[Image: see text] A camphorsulfonic acid-mediated one-pot tandem consecutive approach was developed to synthesize functionalized indole and 2-quinolone derivatives from the Ugi four-component reaction by switching solvents. A reaction of the Ugi adduct in an aprotic solvent undergoes 5-exo-trig cycl...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2022
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8867550/ https://www.ncbi.nlm.nih.gov/pubmed/35224332 http://dx.doi.org/10.1021/acsomega.1c05460 |
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author | Murugan, Sivan Perumal Zhong, Hong-Jie Wu, Chih-Yu Pan, Hao-Wei Chen, Chinpiao Lee, Gene-Hsian |
author_facet | Murugan, Sivan Perumal Zhong, Hong-Jie Wu, Chih-Yu Pan, Hao-Wei Chen, Chinpiao Lee, Gene-Hsian |
author_sort | Murugan, Sivan Perumal |
collection | PubMed |
description | [Image: see text] A camphorsulfonic acid-mediated one-pot tandem consecutive approach was developed to synthesize functionalized indole and 2-quinolone derivatives from the Ugi four-component reaction by switching solvents. A reaction of the Ugi adduct in an aprotic solvent undergoes 5-exo-trig cyclization to form an indole ring. In a protic solvent, however, the Ugi adduct undergoes an alkyne-carbonyl metathesis reaction to form a 2-quinolone ring. |
format | Online Article Text |
id | pubmed-8867550 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-88675502022-02-25 Camphorsulfonic Acid-Mediated One-Pot Tandem Consecutive via the Ugi Four-Component Reaction for the Synthesis of Functionalized Indole and 2-Quinolone Derivatives by Switching Solvents Murugan, Sivan Perumal Zhong, Hong-Jie Wu, Chih-Yu Pan, Hao-Wei Chen, Chinpiao Lee, Gene-Hsian ACS Omega [Image: see text] A camphorsulfonic acid-mediated one-pot tandem consecutive approach was developed to synthesize functionalized indole and 2-quinolone derivatives from the Ugi four-component reaction by switching solvents. A reaction of the Ugi adduct in an aprotic solvent undergoes 5-exo-trig cyclization to form an indole ring. In a protic solvent, however, the Ugi adduct undergoes an alkyne-carbonyl metathesis reaction to form a 2-quinolone ring. American Chemical Society 2022-02-10 /pmc/articles/PMC8867550/ /pubmed/35224332 http://dx.doi.org/10.1021/acsomega.1c05460 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/). |
spellingShingle | Murugan, Sivan Perumal Zhong, Hong-Jie Wu, Chih-Yu Pan, Hao-Wei Chen, Chinpiao Lee, Gene-Hsian Camphorsulfonic Acid-Mediated One-Pot Tandem Consecutive via the Ugi Four-Component Reaction for the Synthesis of Functionalized Indole and 2-Quinolone Derivatives by Switching Solvents |
title | Camphorsulfonic Acid-Mediated One-Pot Tandem Consecutive
via the Ugi Four-Component Reaction for the Synthesis of Functionalized
Indole and 2-Quinolone Derivatives by Switching Solvents |
title_full | Camphorsulfonic Acid-Mediated One-Pot Tandem Consecutive
via the Ugi Four-Component Reaction for the Synthesis of Functionalized
Indole and 2-Quinolone Derivatives by Switching Solvents |
title_fullStr | Camphorsulfonic Acid-Mediated One-Pot Tandem Consecutive
via the Ugi Four-Component Reaction for the Synthesis of Functionalized
Indole and 2-Quinolone Derivatives by Switching Solvents |
title_full_unstemmed | Camphorsulfonic Acid-Mediated One-Pot Tandem Consecutive
via the Ugi Four-Component Reaction for the Synthesis of Functionalized
Indole and 2-Quinolone Derivatives by Switching Solvents |
title_short | Camphorsulfonic Acid-Mediated One-Pot Tandem Consecutive
via the Ugi Four-Component Reaction for the Synthesis of Functionalized
Indole and 2-Quinolone Derivatives by Switching Solvents |
title_sort | camphorsulfonic acid-mediated one-pot tandem consecutive
via the ugi four-component reaction for the synthesis of functionalized
indole and 2-quinolone derivatives by switching solvents |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8867550/ https://www.ncbi.nlm.nih.gov/pubmed/35224332 http://dx.doi.org/10.1021/acsomega.1c05460 |
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