Selective oxidation of organic compounds using pyridinium-1-sulfonate fluorochromate, C5H5NSO3H[CrO3F] (PSFC)

被引：21
|
作者：
Bekhradnia, Ahmad R. [1 ]
Zahir, Forohe [1 ]
Arshadi, Sattar [2 ]
机构：
[1] Mazandaran Univ Med Sci, Dept Med Chem, Sari, Mazandaran, Iran
[2] Univ Payame Noor, Dept Chem, Behshahr, Iran
来源：
MONATSHEFTE FUR CHEMIE | 2008年 / 139卷 / 05期
关键词：
oxidation; oxidizing reagent; pyridinium-1-sulfonate fluorochromate; carbonyl compounds;
D O I：
10.1007/s00706-007-0720-4
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Efficient selective oxidation of primary, secondary, and benzylic alcohols to the corresponding carbonyl compounds by a new chromium oxidizing reagent, pyridinium-1-sulfonate fluorochromate, C5H5NSO3H [CrO3F] (PSFC) is reported. Various cholesterol derivatives were easily converted to related oxocholesterol from allylic oxidation at lower temperature in comparison to other general oxidants. This oxidation procedure is simple and affords good yields.
引用
收藏
页码：521 / 523
页数：3
相关论文
共 18 条
  • [1] Pyridinium sulfonate chlorochromate(VI), C5H5NSO3H [CrO3Cl] (PSCC):: A new reagent for oxidation of organic substrates
    Kassaee, MZ
    Bekhradnia, AR
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2004, 179 (10) : 2025 - 2028
  • [2] Easy synthesis of pyridinium fluorochromate, C5H5NH[CrO3F], and its crystal structure
    Chaudhuri, MK
    Chettri, SK
    Dey, D
    Mandal, GC
    Paul, PC
    Kharmawphlang, W
    JOURNAL OF FLUORINE CHEMISTRY, 1997, 81 (02) : 211 - 213
  • [3] Oxidation of Alcohols with Tripropylammonium Fluorochromate, (C3H7)3NH[CrO3F] Under Microwave Irradiation
    Mahanpour, Kazem
    Ghammamy, Shahriare
    Rahim, Rahmattollah
    Asili, Sina
    Siavoshifar, Farhad
    Imani, Farhad
    Hematimoghadam, Alireza
    ASIAN JOURNAL OF CHEMISTRY, 2009, 21 (06) : 4404 - 4408
  • [4] Oxidation of Some Organic Diols with Trialkylammonium Fluorochromates(VI), R3NH[CrO3F], (R= CH3, C2H5, C3H7 and C4H9) at Room Temperature and Under Microwave Condition
    Ghammamy, Shahriar
    Khorsandtabar, Samira
    Moghimi, Ali
    Sahebalzamani, Hajar
    JOURNAL OF THE MEXICAN CHEMICAL SOCIETY, 2009, 53 (02) : 41 - 43
  • [5] Selective oxidation of benzylic alcohols and TBDMS ethers to carbonyl compounds with CrO3-H5IO6
    Zhang, SH
    Xu, L
    Trudell, ML
    SYNTHESIS-STUTTGART, 2005, (11): : 1757 - 1760
  • [6] Oxidation of organic substrates using two triethylammonium halochromates(VI), (C2H5)3NH[CrO3X], (X=F, Cl) supported on silica gel
    Ghammamy, Shahriare
    Dastpeyman, Samaneh
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2008, 55 (01) : 229 - 232
  • [7] Triethylammonium Halochromates, (C2H5)3NH+[CrO3X]- (X=F ,Cl), Reagents for Efficient Oxidation Coupling of Thiols to Disulfides
    Mohammadi, Mohammad Kazem
    Ghammamy, Shahriare
    Farjam, Mohammad Hossein
    CHEMISTRY AND CHEMICAL PROCESS, 2011, : 215 - 219
  • [8] Two New 1,1,3,3-Tetramethylguanidinium Halochromates (C5H14N3CrO3X) (X: Cl, F): Efficient Reagents for Oxidation of Organic Substrates under Solvent-Free Conditions and Microwave Irradiation
    Sendil, Kivilcim
    Ozgun, H. Beytiye
    Ustun, Ebru
    JOURNAL OF CHEMISTRY, 2016, 2016
  • [9] Synthesis and characterization of two new triphenylphosphonium halochromates, (C6H5)3PH[CrO3X], (X = F, Br)
    Ghammamy, Shahriare
    Mehrani, Kheyrollah
    Javanshir, Zahra
    Moghimi, Ali
    Shabaani, Fahmideh
    Maleki, Saeid
    ARKIVOC, 2007, : 61 - 65
  • [10] An Efficient Method to Separate Sc3N@C80 Ih and D5h Isomers and Sc3N@C78 by Selective Oxidation with Acetylferrocenium [Fe(COCH3C5H4)Cp]+
    Ceron, Maira R.
    Li, Fang-Fang
    Echegoyen, Luis
    CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (23) : 7410 - 7415
12