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Copper-promoted direct sulfenylation of C1–H bonds in 4-aryl pyrrolo[1,2-a]quinoxalines
Methods for direct functionalization of C(sp(2))–H bonds in pyrrolo[1,2-a]quinoxalines have witnessed emerging development over the last decade. Herein we report a new tactic to afford a selective sulfenylation of 4-aryl pyrrolo[1,2-a]quinoxalines with diaryl disulfides. The reactions proceeded in t...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9727684/ https://www.ncbi.nlm.nih.gov/pubmed/36540248 http://dx.doi.org/10.1039/d2ra05078a |
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author | Ca, Thuy T. Le, Khanh T. M. Phan, Son N. T. Nguyen, Huy H. Le, Huy X. Phan, Nam T. S. Nguyen, Tung T. |
author_facet | Ca, Thuy T. Le, Khanh T. M. Phan, Son N. T. Nguyen, Huy H. Le, Huy X. Phan, Nam T. S. Nguyen, Tung T. |
author_sort | Ca, Thuy T. |
collection | PubMed |
description | Methods for direct functionalization of C(sp(2))–H bonds in pyrrolo[1,2-a]quinoxalines have witnessed emerging development over the last decade. Herein we report a new tactic to afford a selective sulfenylation of 4-aryl pyrrolo[1,2-a]quinoxalines with diaryl disulfides. The reactions proceeded in the presence of a copper catalyst and potassium iodide promoter. Functionalities including nitro, ester, amide, methylthio, and halogen groups were all tolerated. Our method offers a convenient route to obtain highly substituted pyrrolo[1,2-a]quinoxalines-based thioethers in moderate to good yields. |
format | Online Article Text |
id | pubmed-9727684 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-97276842022-12-19 Copper-promoted direct sulfenylation of C1–H bonds in 4-aryl pyrrolo[1,2-a]quinoxalines Ca, Thuy T. Le, Khanh T. M. Phan, Son N. T. Nguyen, Huy H. Le, Huy X. Phan, Nam T. S. Nguyen, Tung T. RSC Adv Chemistry Methods for direct functionalization of C(sp(2))–H bonds in pyrrolo[1,2-a]quinoxalines have witnessed emerging development over the last decade. Herein we report a new tactic to afford a selective sulfenylation of 4-aryl pyrrolo[1,2-a]quinoxalines with diaryl disulfides. The reactions proceeded in the presence of a copper catalyst and potassium iodide promoter. Functionalities including nitro, ester, amide, methylthio, and halogen groups were all tolerated. Our method offers a convenient route to obtain highly substituted pyrrolo[1,2-a]quinoxalines-based thioethers in moderate to good yields. The Royal Society of Chemistry 2022-12-07 /pmc/articles/PMC9727684/ /pubmed/36540248 http://dx.doi.org/10.1039/d2ra05078a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Ca, Thuy T. Le, Khanh T. M. Phan, Son N. T. Nguyen, Huy H. Le, Huy X. Phan, Nam T. S. Nguyen, Tung T. Copper-promoted direct sulfenylation of C1–H bonds in 4-aryl pyrrolo[1,2-a]quinoxalines |
title | Copper-promoted direct sulfenylation of C1–H bonds in 4-aryl pyrrolo[1,2-a]quinoxalines |
title_full | Copper-promoted direct sulfenylation of C1–H bonds in 4-aryl pyrrolo[1,2-a]quinoxalines |
title_fullStr | Copper-promoted direct sulfenylation of C1–H bonds in 4-aryl pyrrolo[1,2-a]quinoxalines |
title_full_unstemmed | Copper-promoted direct sulfenylation of C1–H bonds in 4-aryl pyrrolo[1,2-a]quinoxalines |
title_short | Copper-promoted direct sulfenylation of C1–H bonds in 4-aryl pyrrolo[1,2-a]quinoxalines |
title_sort | copper-promoted direct sulfenylation of c1–h bonds in 4-aryl pyrrolo[1,2-a]quinoxalines |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9727684/ https://www.ncbi.nlm.nih.gov/pubmed/36540248 http://dx.doi.org/10.1039/d2ra05078a |
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