共 44 条
SO2F2-Mediated Fluorination of P(O)-H and P(O)-OH Compounds under Mild Conditions
被引:7
作者:

Zhang, Guo-Fu
论文数: 0 引用数: 0
h-index: 0
机构:
Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Peoples R China Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Peoples R China

Han, Lin-Jun
论文数: 0 引用数: 0
h-index: 0
机构:
Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Peoples R China Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Peoples R China

Guan, Chen-Fei
论文数: 0 引用数: 0
h-index: 0
机构:
Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Peoples R China Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Peoples R China

Ding, Cheng-Rong
论文数: 0 引用数: 0
h-index: 0
机构:
Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Peoples R China Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Peoples R China
机构:
[1] Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Peoples R China
关键词:
ONE-POT SYNTHESIS;
EFFICIENT REAGENT;
PHOSPHORUS OXYACIDS;
SULFURYL FLUORIDE;
PHOSPHINE OXIDES;
CONVERSION;
DEOXYFLUORINATION;
KF;
DIALKYLFLUOROPHOSPHATES;
INHIBITORS;
D O I:
10.1021/acs.joc.3c01364
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
With the increasing relevance of organophosphorus fluorine compounds in the pharmaceutical industry, their synthesis has attracted great attention. Herein, we report an efficient fluorination strategy for P(O)-H and P(O)-OH compounds using sulfuryl fluoride as the fluorination reagent. Avoiding the use of expensive or complex prepreparation reagents for fluoridation, this strategy could conveniently construct a variety of fluorophosphonates and phosphonofluoridates under mild conditions and without additional oxidants.
引用
收藏
页码:13142 / 13148
页数:7
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共 44 条
- [1] Trichloroisocyanuric Acid-KF as an Efficient Reagent for One-Pot Synthesis of Dialkylfluorophosphates from Dialkylphosphites[J]. SYNTHETIC COMMUNICATIONS, 2008, 38 (21) : 3760 - 3765Acharya, J.论文数: 0 引用数: 0 h-index: 0机构: Def Res & Dev Estab, Proc Technol Dev Div, Gwalior 474002, MP, India Def Res & Dev Estab, Proc Technol Dev Div, Gwalior 474002, MP, IndiaGupta, A. K.论文数: 0 引用数: 0 h-index: 0机构: Def Res & Dev Estab, Proc Technol Dev Div, Gwalior 474002, MP, India Def Res & Dev Estab, Proc Technol Dev Div, Gwalior 474002, MP, IndiaPardasani, Deepak论文数: 0 引用数: 0 h-index: 0机构: Def Res & Dev Estab, Proc Technol Dev Div, Gwalior 474002, MP, India Def Res & Dev Estab, Proc Technol Dev Div, Gwalior 474002, MP, IndiaDubey, D. K.论文数: 0 引用数: 0 h-index: 0机构: Def Res & Dev Estab, Proc Technol Dev Div, Gwalior 474002, MP, India Def Res & Dev Estab, Proc Technol Dev Div, Gwalior 474002, MP, IndiaKaushik, M. P.论文数: 0 引用数: 0 h-index: 0机构: Def Res & Dev Estab, Proc Technol Dev Div, Gwalior 474002, MP, India Def Res & Dev Estab, Proc Technol Dev Div, Gwalior 474002, MP, India
- [2] The introduction of P-F bonds using aqueous fluoride ion and a water soluble carbodiimide: a convenient alternative synthesis of phosphorofluoridates and phosphonofluoridates[J]. TETRAHEDRON LETTERS, 2015, 56 (38) : 5272 - 5274Aldersley, Michael F.论文数: 0 引用数: 0 h-index: 0机构: Rensselaer Polytech Inst, Dept Chem & Chem Biol, Troy, NY 12180 USA Rensselaer Polytech Inst, Dept Chem & Chem Biol, Troy, NY 12180 USAJoshi, Prakash C.论文数: 0 引用数: 0 h-index: 0机构: Rensselaer Polytech Inst, Dept Chem & Chem Biol, Troy, NY 12180 USA Rensselaer Polytech Inst, Dept Chem & Chem Biol, Troy, NY 12180 USAOtt, Elizabeth L.论文数: 0 引用数: 0 h-index: 0机构: Rensselaer Polytech Inst, Dept Chem & Chem Biol, Troy, NY 12180 USA Rensselaer Polytech Inst, Dept Chem & Chem Biol, Troy, NY 12180 USAMcCallum, Scott A.论文数: 0 引用数: 0 h-index: 0机构: Rensselaer Polytech Inst, Ctr Biotechnol & Interdisciplinary Studies, Troy, NY 12180 USA Rensselaer Polytech Inst, Dept Chem & Chem Biol, Troy, NY 12180 USAKirby, Anthony J.论文数: 0 引用数: 0 h-index: 0机构: Univ Chem Lab, Cambridge CB2 1EW, England Rensselaer Polytech Inst, Dept Chem & Chem Biol, Troy, NY 12180 USA
- [3] Atmospheric Chemistry of Sulfuryl Fluoride: Reaction with OH Radicals, CI Atoms and O3, Atmospheric Lifetime, IR Spectrum, and Global Warming Potential[J]. ENVIRONMENTAL SCIENCE & TECHNOLOGY, 2009, 43 (04) : 1067 - 1070Andersen, M. P. Sulbaek论文数: 0 引用数: 0 h-index: 0机构: Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USABlake, D. R.论文数: 0 引用数: 0 h-index: 0机构: Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USARowland, F. S.论文数: 0 引用数: 0 h-index: 0机构: Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USAHurley, M. D.论文数: 0 引用数: 0 h-index: 0机构: Ford Motor Co, Syst Analyt & Environm Sci Dept, Dearborn, MI 48121 USA Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USAWallington, T. J.论文数: 0 引用数: 0 h-index: 0机构: Ford Motor Co, Syst Analyt & Environm Sci Dept, Dearborn, MI 48121 USA Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
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- [5] A fluorescent HTS assay for phosphohydrolases based on nucleoside 5′-fluorophosphates: its application in screening for inhibitors of mRNA decapping scavenger and PDE-I[J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (20) : 4595 - 4604Baranowski, M. R.论文数: 0 引用数: 0 h-index: 0机构: Univ Warsaw, Inst Expt Phys, Div Biophys, Fac Phys, Zwirki & Wigury 93, PL-02089 Warsaw, Poland Univ Warsaw, Inst Expt Phys, Div Biophys, Fac Phys, Zwirki & Wigury 93, PL-02089 Warsaw, PolandNowicka, A.论文数: 0 引用数: 0 h-index: 0机构: Univ Warsaw, Inst Expt Phys, Div Biophys, Fac Phys, Zwirki & Wigury 93, PL-02089 Warsaw, Poland Univ Warsaw, Ctr New Technol, Banacha 2c, PL-02097 Warsaw, Poland Univ Warsaw, Inst Expt Phys, Div Biophys, Fac Phys, Zwirki & Wigury 93, PL-02089 Warsaw, PolandJemielity, J.论文数: 0 引用数: 0 h-index: 0机构: Univ Warsaw, Ctr New Technol, Banacha 2c, PL-02097 Warsaw, Poland Univ Warsaw, Inst Expt Phys, Div Biophys, Fac Phys, Zwirki & Wigury 93, PL-02089 Warsaw, PolandKowalska, J.论文数: 0 引用数: 0 h-index: 0机构: Univ Warsaw, Inst Expt Phys, Div Biophys, Fac Phys, Zwirki & Wigury 93, PL-02089 Warsaw, Poland Univ Warsaw, Inst Expt Phys, Div Biophys, Fac Phys, Zwirki & Wigury 93, PL-02089 Warsaw, Poland
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- [7] INHIBITION OF CHYMOTRYPSIN BY PHOSPHONATE AND PHOSPHONAMIDATE PEPTIDE ANALOGS[J]. BIOORGANIC CHEMISTRY, 1986, 14 (04) : 356 - 377BARTLETT, PA论文数: 0 引用数: 0 h-index: 0LAMDEN, LA论文数: 0 引用数: 0 h-index: 0
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