دورية أكاديمية
أعرض في EDS

Regio- and stereoselective access to highly substituted vinylphosphine oxides via metal-free electrophilic phosphonoiodination of alkynes.

التفاصيل البيبلوغرافية
العنوان: Regio- and stereoselective access to highly substituted vinylphosphine oxides via metal-free electrophilic phosphonoiodination of alkynes.
المؤلفون: Dong B; Green Catalysis Center, and College of Chemistry, Zhengzhou University, Zhengzhou, 450001, PR China., Zhao F; Green Catalysis Center, and College of Chemistry, Zhengzhou University, Zhengzhou, 450001, PR China., Lv WX; National Key Laboratory of Green Pesticide, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, 550025, PR China.; School of Chemistry, Chemical Engineering, and Biotechnology, Nanyang Technological University, Singapore, 637371, Singapore., Liu YG; Green Catalysis Center, and College of Chemistry, Zhengzhou University, Zhengzhou, 450001, PR China., Wei D; Green Catalysis Center, and College of Chemistry, Zhengzhou University, Zhengzhou, 450001, PR China. donghuiwei@zzu.edu.cn., Wu J; Green Catalysis Center, and College of Chemistry, Zhengzhou University, Zhengzhou, 450001, PR China. wujl@zzu.edu.cn., Chi YR; National Key Laboratory of Green Pesticide, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, 550025, PR China. robinchi@ntu.edu.sg.; School of Chemistry, Chemical Engineering, and Biotechnology, Nanyang Technological University, Singapore, 637371, Singapore. robinchi@ntu.edu.sg.
المصدر: Nature communications [Nat Commun] 2024 Jun 25; Vol. 15 (1), pp. 5385. Date of Electronic Publication: 2024 Jun 25.
نوع المنشور: Journal Article
اللغة: English
بيانات الدورية: Publisher: Nature Pub. Group Country of Publication: England NLM ID: 101528555 Publication Model: Electronic Cited Medium: Internet ISSN: 2041-1723 (Electronic) Linking ISSN: 20411723 NLM ISO Abbreviation: Nat Commun Subsets: PubMed not MEDLINE; MEDLINE
أسماء مطبوعة: Original Publication: [London] : Nature Pub. Group
مستخلص: In general, the P-centered ring-opening of quaternary phosphirenium salts (QPrS) predominantly leads to hydrophosphorylated products, while the C-centered ring-opening is primarily confined to intramolecular nucleophilic reactions, resulting in the formation of phosphorus-containing cyclization products instead of difunctionalized products generated through intermolecular nucleophilic processes. Here, through the promotion of ring-opening of three-member rings by iodine anions and the quenching of electronegative carbon atoms by iodine cations, we successfully synthesize β-functionalized vinylphosphine oxides by the P-addition of QPrS intermediates generated in situ. Multiple β-iodo-substituted vinylphosphine oxides can be obtained with exceptional regio- and stereo-selectivity by reacting secondary phosphine oxides with unactivated alkynes. In addition, a variety of β-functionalized vinylphosphine oxides converted from C-I bonds, especially the rapid construction of benzo[b]phospholes oxides, demonstrates the significance of this strategy.
(© 2024. The Author(s).)
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تواريخ الأحداث: Date Created: 20240625 Latest Revision: 20240628
رمز التحديث: 20240628
مُعرف محوري في PubMed: PMC11199708
DOI: 10.1038/s41467-024-49640-z
PMID: 38918418
قاعدة البيانات: MEDLINE
الوصف
تدمد:2041-1723
DOI:10.1038/s41467-024-49640-z