دورية أكاديمية
Regio- and stereoselective access to highly substituted vinylphosphine oxides via metal-free electrophilic phosphonoiodination of alkynes.
العنوان: | Regio- and stereoselective access to highly substituted vinylphosphine oxides via metal-free electrophilic phosphonoiodination of alkynes. |
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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 |
تدمد: | 2041-1723 |
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DOI: | 10.1038/s41467-024-49640-z |