Palladium-Catalyzed C-H Arylation of Benzofurans with Triarylantimony Difluorides for the Synthesis of 2-Arylbenzofurans
Pd-catalyzed regioselective C-H arylation is a useful tool for the chemical modification of aromatic heterocycles and 2-arylbenzofuran derivatives are of interest as biologically active substances. Herein, the reaction of triarylantimony difluorides with benzofurans under aerobic conditions in 1,2-DCE, using 5 mol% Pd (OAc)2 and 2 eq. of CuCl2 at 80 °C, produced a variety of 2-arylbenzofurans in moderate-to-high yields. The reaction is sensitive to the electronic nature of the substituents on the benzene ring of the triarylantimony difluorides: an electron-donating group showed higher reactivity than an electron-withdrawing group. Single crystal X-ray analysis of tri(p-methylphenyl) antimony difluoride revealed that the central antimony atom exhibits trigonal bipyramidal geometry.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2020 |
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| Erschienen: |
2020 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:26 |
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| Enthalten in: |
Molecules (Basel, Switzerland) - 26(2020), 1 vom: 28. Dez. |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Kitamura, Yuki [VerfasserIn] |
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| Links: |
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| Themen: |
5TWQ1V240M |
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| Anmerkungen: |
Date Completed 08.04.2021 Date Revised 30.03.2024 published: Electronic Citation Status MEDLINE |
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| doi: |
10.3390/molecules26010097 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM319433986 |
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| 245 | 1 | 0 | |a Palladium-Catalyzed C-H Arylation of Benzofurans with Triarylantimony Difluorides for the Synthesis of 2-Arylbenzofurans |
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| 500 | |a Date Revised 30.03.2024 | ||
| 500 | |a published: Electronic | ||
| 500 | |a Citation Status MEDLINE | ||
| 520 | |a Pd-catalyzed regioselective C-H arylation is a useful tool for the chemical modification of aromatic heterocycles and 2-arylbenzofuran derivatives are of interest as biologically active substances. Herein, the reaction of triarylantimony difluorides with benzofurans under aerobic conditions in 1,2-DCE, using 5 mol% Pd (OAc)2 and 2 eq. of CuCl2 at 80 °C, produced a variety of 2-arylbenzofurans in moderate-to-high yields. The reaction is sensitive to the electronic nature of the substituents on the benzene ring of the triarylantimony difluorides: an electron-donating group showed higher reactivity than an electron-withdrawing group. Single crystal X-ray analysis of tri(p-methylphenyl) antimony difluoride revealed that the central antimony atom exhibits trigonal bipyramidal geometry | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a C–H arylation | |
| 650 | 4 | |a antimony | |
| 650 | 4 | |a benzofuran | |
| 650 | 4 | |a palladium catalyst | |
| 650 | 4 | |a triarylantimony difluoride | |
| 650 | 7 | |a Benzofurans |2 NLM | |
| 650 | 7 | |a Palladium |2 NLM | |
| 650 | 7 | |a 5TWQ1V240M |2 NLM | |
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| 700 | 1 | |a Iwai, Mizuki |e verfasserin |4 aut | |
| 700 | 1 | |a Matsumura, Mio |e verfasserin |4 aut | |
| 700 | 1 | |a Yasuike, Shuji |e verfasserin |4 aut | |
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