Deoxygenation of ClSO2CF2COOMe with Triphenylphosphine for the Metal-Free Direct Electrophilic Difluoroalkylthiolation of Various Heterocycles
A direct electrophilic difluoroalkylthiolation reaction of indole derivatives and other electron-rich heterocycles using methyl 2,2-difluoro-2-(chlorsulfonyl)acetate (ClSO2CF2COOMe) derived from Chen's reagent (FSO2CF2COOMe) is described. The ester group in the product can be further utilized in subsequent versatile transformations. The reactions provide good yields of the corresponding difluoroalkylthiolation products and exhibit high functional group compatibility. It is expected to serve as an alternative and practical protocol for difluoroalkylthiolation of various heterocycles.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2023 |
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| Erschienen: |
2023 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:88 |
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| Enthalten in: |
The Journal of organic chemistry - 88(2023), 11 vom: 02. Juni, Seite 7518-7524 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Zheng, Liping [VerfasserIn] |
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| Links: |
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| Themen: |
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| Anmerkungen: |
Date Completed 04.06.2023 Date Revised 04.06.2023 published: Print-Electronic Citation Status PubMed-not-MEDLINE |
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| doi: |
10.1021/acs.joc.3c00342 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM356375250 |
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| 100 | 1 | |a Zheng, Liping |e verfasserin |4 aut | |
| 245 | 1 | 0 | |a Deoxygenation of ClSO2CF2COOMe with Triphenylphosphine for the Metal-Free Direct Electrophilic Difluoroalkylthiolation of Various Heterocycles |
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| 500 | |a Date Completed 04.06.2023 | ||
| 500 | |a Date Revised 04.06.2023 | ||
| 500 | |a published: Print-Electronic | ||
| 500 | |a Citation Status PubMed-not-MEDLINE | ||
| 520 | |a A direct electrophilic difluoroalkylthiolation reaction of indole derivatives and other electron-rich heterocycles using methyl 2,2-difluoro-2-(chlorsulfonyl)acetate (ClSO2CF2COOMe) derived from Chen's reagent (FSO2CF2COOMe) is described. The ester group in the product can be further utilized in subsequent versatile transformations. The reactions provide good yields of the corresponding difluoroalkylthiolation products and exhibit high functional group compatibility. It is expected to serve as an alternative and practical protocol for difluoroalkylthiolation of various heterocycles | ||
| 650 | 4 | |a Journal Article | |
| 700 | 1 | |a Qiu, Xin |e verfasserin |4 aut | |
| 700 | 1 | |a Xiao, Zhiwei |e verfasserin |4 aut | |
| 700 | 1 | |a Ma, Xiaoyu |e verfasserin |4 aut | |
| 700 | 1 | |a Gao, Tianzeng |e verfasserin |4 aut | |
| 700 | 1 | |a Zhou, Xiumiao |e verfasserin |4 aut | |
| 700 | 1 | |a Wang, Yufei |e verfasserin |4 aut | |
| 700 | 1 | |a Guo, Yong |e verfasserin |4 aut | |
| 700 | 1 | |a Chen, Qing-Yun |e verfasserin |4 aut | |
| 700 | 1 | |a Liu, Chao |e verfasserin |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t The Journal of organic chemistry |d 1945 |g 88(2023), 11 vom: 02. Juni, Seite 7518-7524 |w (DE-627)NLM000006343 |x 1520-6904 |7 nnns |
| 773 | 1 | 8 | |g volume:88 |g year:2023 |g number:11 |g day:02 |g month:06 |g pages:7518-7524 |
| 856 | 4 | 0 | |u http://dx.doi.org/10.1021/acs.joc.3c00342 |3 Volltext |
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