Modular Access to Diverse Chemiluminescent Dioxetane‐Luminophores through Convergent Synthesis
Abstract: Adamantyl‐dioxetane luminophores are an important class of chemiluminescent molecular probes for diagnostics and imaging. We have developed a new efficient synthetic route for preparation of adamantyl‐enolether as precursors for dioxetane chemiluminescent luminophores. The synthesis is convergent, using an unusual Stille cross‐coupling reaction employing a stannane‐enolether, to directly afford adamantyl‐enolether. In a following simple step, the dioxetane is obtained by oxidation of the enolether precursor with singlet‐oxygen. The scope of this synthetic route is broad since a large number of haloaryl substrates are either commercially available or easily accessible. Such a late‐stage derivatization strategy simplifies the rapid exploration of novel luminogenic molecular structures in a library format and simplifies the synthesis of known dioxetane luminophores. We expect that this new synthetic strategy will be particularly useful in the design and synthesis of yet unexplored dioxetane chemiluminescent luminophores.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Modular Access to Diverse Chemiluminescent Dioxetane‐Luminophores through Convergent Synthesis ; day:29 ; month:03 ; year:2022 ; extent:1
Angewandte Chemie / International edition. International edition ; (29.03.2022) (gesamt 1)
- Creator
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Gnaim, Samer
Gholap, Sachin Popat
Ge, Liang
Das, Sayantan
Gutkin, Sara
Green, Ori
Shelef, Omri
Hananya, Nir
Baran, Phil S.
Shabat, Doron
- DOI
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10.1002/anie.202202187
- URN
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urn:nbn:de:101:1-2022032915155058282358
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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15.08.2025, 7:31 AM CEST
Data provider
Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
- Gnaim, Samer
- Gholap, Sachin Popat
- Ge, Liang
- Das, Sayantan
- Gutkin, Sara
- Green, Ori
- Shelef, Omri
- Hananya, Nir
- Baran, Phil S.
- Shabat, Doron
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A Convergent Synthesis of (+)-Ikarugamycin
Short Convergent Synthesis of the Mycolactone Core Through Lithiation–Borylation Homologations
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