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HOAc-Mediated Domino Diels–Alder Reaction for Synthesis of Spiro[cyclohexane-1,3′-indolines] in Ionic Liquid [Bmim]Br
[Image: see text] An efficient and diastereoselective synthetic protocol for the construction of spiro[cyclohexane-1,3′-indolin]-3-en-2′-ones and spiro[cyclohexane-1,2′-inden]-3-ene-1′,3′-diones was provided by HOAc-mediated domino reaction of pinacoles with typical dienophiles, such as 3-methyleneo...
| Autores principales: | , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
American Chemical Society
2018
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| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641705/ https://www.ncbi.nlm.nih.gov/pubmed/31458748 http://dx.doi.org/10.1021/acsomega.8b00464 |
| _version_ | 1783436835231367168 |
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| author | Yang, Ren-Yin Sun, Jing Yan, Chao-Guo |
| author_facet | Yang, Ren-Yin Sun, Jing Yan, Chao-Guo |
| author_sort | Yang, Ren-Yin |
| collection | PubMed |
| description | [Image: see text] An efficient and diastereoselective synthetic protocol for the construction of spiro[cyclohexane-1,3′-indolin]-3-en-2′-ones and spiro[cyclohexane-1,2′-inden]-3-ene-1′,3′-diones was provided by HOAc-mediated domino reaction of pinacoles with typical dienophiles, such as 3-methyleneoxindolines and 2-arylideneindane-1,3-diones, in ionic liquid [Bmim]Br. This domino reaction involved the in situ generation of 1,3-dienes from acid-mediated dehydration of various pinacoles and the sequential Diels–Alder reaction. |
| format | Online Article Text |
| id | pubmed-6641705 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2018 |
| publisher | American Chemical Society |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-66417052019-08-27 HOAc-Mediated Domino Diels–Alder Reaction for Synthesis of Spiro[cyclohexane-1,3′-indolines] in Ionic Liquid [Bmim]Br Yang, Ren-Yin Sun, Jing Yan, Chao-Guo ACS Omega [Image: see text] An efficient and diastereoselective synthetic protocol for the construction of spiro[cyclohexane-1,3′-indolin]-3-en-2′-ones and spiro[cyclohexane-1,2′-inden]-3-ene-1′,3′-diones was provided by HOAc-mediated domino reaction of pinacoles with typical dienophiles, such as 3-methyleneoxindolines and 2-arylideneindane-1,3-diones, in ionic liquid [Bmim]Br. This domino reaction involved the in situ generation of 1,3-dienes from acid-mediated dehydration of various pinacoles and the sequential Diels–Alder reaction. American Chemical Society 2018-05-21 /pmc/articles/PMC6641705/ /pubmed/31458748 http://dx.doi.org/10.1021/acsomega.8b00464 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
| spellingShingle | Yang, Ren-Yin Sun, Jing Yan, Chao-Guo HOAc-Mediated Domino Diels–Alder Reaction for Synthesis of Spiro[cyclohexane-1,3′-indolines] in Ionic Liquid [Bmim]Br |
| title | HOAc-Mediated Domino Diels–Alder Reaction for
Synthesis of Spiro[cyclohexane-1,3′-indolines]
in Ionic Liquid [Bmim]Br |
| title_full | HOAc-Mediated Domino Diels–Alder Reaction for
Synthesis of Spiro[cyclohexane-1,3′-indolines]
in Ionic Liquid [Bmim]Br |
| title_fullStr | HOAc-Mediated Domino Diels–Alder Reaction for
Synthesis of Spiro[cyclohexane-1,3′-indolines]
in Ionic Liquid [Bmim]Br |
| title_full_unstemmed | HOAc-Mediated Domino Diels–Alder Reaction for
Synthesis of Spiro[cyclohexane-1,3′-indolines]
in Ionic Liquid [Bmim]Br |
| title_short | HOAc-Mediated Domino Diels–Alder Reaction for
Synthesis of Spiro[cyclohexane-1,3′-indolines]
in Ionic Liquid [Bmim]Br |
| title_sort | hoac-mediated domino diels–alder reaction for
synthesis of spiro[cyclohexane-1,3′-indolines]
in ionic liquid [bmim]br |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641705/ https://www.ncbi.nlm.nih.gov/pubmed/31458748 http://dx.doi.org/10.1021/acsomega.8b00464 |
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