Direct 1,2‐Dicarbonylation of Alkenes towards 1,4‐Diketones via Photocatalysis

التفاصيل البيبلوغرافية
العنوان: Direct 1,2‐Dicarbonylation of Alkenes towards 1,4‐Diketones via Photocatalysis
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