Substrate-controlled [4+1] and [3+2] annulations of ninhydrin-derived Morita-Baylis-Hillman carbonates to access polysubstituted furans and cyclopentenes
The effective and mild [4+1] annulation of ninhydrin-derived MBH carbonates with α,β-unsaturated ketones has been developed, providing a wide range of multisubstituted furans in high yields (up to 90%) with excellent β-regioselectivities. In contrast, the polysubstituted cyclopentenes bearing dispiro-bisindanedione motifs were obtained via classical [3+2] annulations by employing ninhydrin-derived MBH carbonates with 2-arylidene-1,3-indandiones under the same catalytic conditions. Furthermore, the structures of two kinds of cycloadducts were straightforwardly confirmed through X-ray diffraction analysis.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2024 |
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| Erschienen: |
2024 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:60 |
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| Enthalten in: |
Chemical communications (Cambridge, England) - 60(2024), 27 vom: 28. März, Seite 3717-3720 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Wang, Kai-Kai [VerfasserIn] |
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| Links: |
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| Themen: |
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| Anmerkungen: |
Date Revised 28.03.2024 published: Electronic Citation Status PubMed-not-MEDLINE |
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| doi: |
10.1039/d3cc06276g |
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| funding: |
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| Förderinstitution / Projekttitel: |
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NLM369710576 |
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| 100 | 1 | |a Wang, Kai-Kai |e verfasserin |4 aut | |
| 245 | 1 | 0 | |a Substrate-controlled [4+1] and [3+2] annulations of ninhydrin-derived Morita-Baylis-Hillman carbonates to access polysubstituted furans and cyclopentenes |
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| 500 | |a Date Revised 28.03.2024 | ||
| 500 | |a published: Electronic | ||
| 500 | |a Citation Status PubMed-not-MEDLINE | ||
| 520 | |a The effective and mild [4+1] annulation of ninhydrin-derived MBH carbonates with α,β-unsaturated ketones has been developed, providing a wide range of multisubstituted furans in high yields (up to 90%) with excellent β-regioselectivities. In contrast, the polysubstituted cyclopentenes bearing dispiro-bisindanedione motifs were obtained via classical [3+2] annulations by employing ninhydrin-derived MBH carbonates with 2-arylidene-1,3-indandiones under the same catalytic conditions. Furthermore, the structures of two kinds of cycloadducts were straightforwardly confirmed through X-ray diffraction analysis | ||
| 650 | 4 | |a Journal Article | |
| 700 | 1 | |a Li, Yan-Li |e verfasserin |4 aut | |
| 700 | 1 | |a Li, Ya-Fei |e verfasserin |4 aut | |
| 700 | 1 | |a Yao, Wei-Wei |e verfasserin |4 aut | |
| 700 | 1 | |a Li, Lan-Xin |e verfasserin |4 aut | |
| 700 | 1 | |a He, Xiao-Long |e verfasserin |4 aut | |
| 700 | 1 | |a Chen, Rongxiang |e verfasserin |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t Chemical communications (Cambridge, England) |d 1998 |g 60(2024), 27 vom: 28. März, Seite 3717-3720 |w (DE-627)NLM095512322 |x 1364-548X |7 nnns |
| 773 | 1 | 8 | |g volume:60 |g year:2024 |g number:27 |g day:28 |g month:03 |g pages:3717-3720 |
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