Rapid Synthesis of 3-Methyleneisoindolin-1-ones via Metal-Free Tandem Reactions of Ester-Functionalized Aziridines
We have disclosed a novel metal-free tandem cyclization reaction for the synthesis of 3-methyleneisoindolin-1-ones starting from ester-functionalized aziridines. This strategy can be effectively promoted by DBU and carboxylic acids. Mechanistically, it involves sequential ring opening of aziridines with carboxylic acids, lactamization, and elimination of carboxylic acids.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2024 |
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| Erschienen: |
2024 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:89 |
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| Enthalten in: |
The Journal of organic chemistry - 89(2024), 7 vom: 05. Apr., Seite 5153-5158 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Xing, Siyang [VerfasserIn] |
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| Links: |
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| Themen: |
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| Anmerkungen: |
Date Revised 05.04.2024 published: Print-Electronic Citation Status PubMed-not-MEDLINE |
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| doi: |
10.1021/acs.joc.3c02974 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM369751841 |
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| 500 | |a Citation Status PubMed-not-MEDLINE | ||
| 520 | |a We have disclosed a novel metal-free tandem cyclization reaction for the synthesis of 3-methyleneisoindolin-1-ones starting from ester-functionalized aziridines. This strategy can be effectively promoted by DBU and carboxylic acids. Mechanistically, it involves sequential ring opening of aziridines with carboxylic acids, lactamization, and elimination of carboxylic acids | ||
| 650 | 4 | |a Journal Article | |
| 700 | 1 | |a Jin, Changkun |e verfasserin |4 aut | |
| 700 | 1 | |a Zhang, Panpan |e verfasserin |4 aut | |
| 700 | 1 | |a Yang, Jingmeng |e verfasserin |4 aut | |
| 700 | 1 | |a Liang, Yuxia |e verfasserin |4 aut | |
| 700 | 1 | |a Ao, Xinglian |e verfasserin |4 aut | |
| 700 | 1 | |a Pi, Wenyi |e verfasserin |4 aut | |
| 700 | 1 | |a Wang, Kui |e verfasserin |4 aut | |
| 700 | 1 | |a Zhu, Bolin |e verfasserin |4 aut | |
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