Remote Regioselective Radical C-H Functionalization of Unactivated C-H Bonds in Amides : The Synthesis of gem-Difluoroalkenes
The site-selective functionalization of unactivated aliphatic amines is an attractive and challenging synthetic approach. We herein report a general strategy for the remote site-selective functionalization of unactivated C(sp3)-H bonds in amides by photogenerated amidyl radicals to form gem-difluoroalkenes with trifluoromethyl-substituted alkenes. The site selectivity is controlled by a 1,5-hydrogen atom transfer (HAT) process of the amide. This photocatalyzed transformation shows both chemo- and site-selectivity, facilitating the formation of a secondary, tertiary, or quaternary carbon center.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2021 |
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| Erschienen: |
2021 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:23 |
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| Enthalten in: |
Organic letters - 23(2021), 11 vom: 04. Juni, Seite 4457-4462 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Hu, Qu-Ping [VerfasserIn] |
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| Anmerkungen: |
Date Revised 04.06.2021 published: Print-Electronic Citation Status PubMed-not-MEDLINE |
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| doi: |
10.1021/acs.orglett.1c01385 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM325344434 |
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| 245 | 1 | 0 | |a Remote Regioselective Radical C-H Functionalization of Unactivated C-H Bonds in Amides |b The Synthesis of gem-Difluoroalkenes |
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| 500 | |a Date Revised 04.06.2021 | ||
| 500 | |a published: Print-Electronic | ||
| 500 | |a Citation Status PubMed-not-MEDLINE | ||
| 520 | |a The site-selective functionalization of unactivated aliphatic amines is an attractive and challenging synthetic approach. We herein report a general strategy for the remote site-selective functionalization of unactivated C(sp3)-H bonds in amides by photogenerated amidyl radicals to form gem-difluoroalkenes with trifluoromethyl-substituted alkenes. The site selectivity is controlled by a 1,5-hydrogen atom transfer (HAT) process of the amide. This photocatalyzed transformation shows both chemo- and site-selectivity, facilitating the formation of a secondary, tertiary, or quaternary carbon center | ||
| 650 | 4 | |a Journal Article | |
| 700 | 1 | |a Cheng, Jing |e verfasserin |4 aut | |
| 700 | 1 | |a Wang, Ying |e verfasserin |4 aut | |
| 700 | 1 | |a Shi, Jie |e verfasserin |4 aut | |
| 700 | 1 | |a Wang, Bi-Qin |e verfasserin |4 aut | |
| 700 | 1 | |a Hu, Ping |e verfasserin |4 aut | |
| 700 | 1 | |a Zhao, Ke-Qing |e verfasserin |4 aut | |
| 700 | 1 | |a Pan, Fei |e verfasserin |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t Organic letters |d 1999 |g 23(2021), 11 vom: 04. Juni, Seite 4457-4462 |w (DE-627)NLM106817639 |x 1523-7052 |7 nnns |
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| 856 | 4 | 0 | |u http://dx.doi.org/10.1021/acs.orglett.1c01385 |3 Volltext |
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