Direct 1,2‐Dicarbonylation of Alkenes towards 1,4‐Diketones via Photocatalysis
العنوان: | Direct 1,2‐Dicarbonylation of Alkenes towards 1,4‐Diketones via Photocatalysis |
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المؤلفون: | Ji-Xin Yu, Yuan-Yuan Cheng, Bin Chen, Hong-Yu Hou, Li-Zhu Wu, Chen-Ho Tung, Tao Lei |
المصدر: | Angewandte Chemie. 133:27026-27032 |
بيانات النشر: | Wiley, 2021. |
سنة النشر: | 2021 |
مصطلحات موضوعية: | chemistry.chemical_classification, Double bond, Electrophilic addition, Regioselectivity, Protonation, General Chemistry, General Medicine, Combinatorial chemistry, Catalysis, chemistry, Electrophile, Photocatalysis, Molecule, Alkyl |
الوصف: | 1,4-Dicarbonyl compounds are intriguing motifs and versatile precursors in numerous pharmaceutical molecules and bioactive natural compounds. Direct incorporation of two carbonyl groups into a double bond at both ends is straightforward, but also challenging. Represented herein is the first example of 1,2-dicarbonylation of alkenes by photocatalysis. Key to success is that N(n-Bu)4 + not only associates with the alkyl anion to avoid protonation, but also activates the α-keto acid to undergo electrophilic addition. The α-keto acid is employed both for acyl generation and electrophilic addition. By tuning the reductive and electrophilic ability of the acyl precursor, unsymmetric 1,4-dicarbonylation is achieved for the first time. This metal-free, redox-neutral and regioselective 1,2-dicarbonylation of alkenes is executed by a photocatalyst for versatile substrates under extremely mild conditions and shows great potential in biomolecular and drug molecular derivatization. |
تدمد: | 1521-3757 0044-8249 |
URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::a657c01bc97674aa30c06123e1a40ec2 https://doi.org/10.1002/ange.202112370 |
حقوق: | CLOSED |
رقم الأكسشن: | edsair.doi.dedup.....a657c01bc97674aa30c06123e1a40ec2 |
قاعدة البيانات: | OpenAIRE |
تدمد: | 15213757 00448249 |
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