Synthesis of Sulfones and Sulfoxides Based on (+)-usnic Acid

被引:1
|
作者
Sokolov, D. N. [1 ]
Luzina, O. A. [1 ]
Salakhutdinov, N. F. [1 ,2 ]
机构
[1] NN Vorozhtsov Novosibirsk Inst Organ Chem, 9 Prosp Akad Lavrenteva, Novosibirsk 630090, Russia
[2] Novosibirsk State Univ, 2 Pirogova St, Novosibirsk 630090, Russia
关键词
(+)-usnic acid; thioethers; sulfoxidation; chiral oxidation; sulfones;
D O I
10.1007/s10600-018-2256-8
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Sulfones were produced by meta-chloroperbenzoic-acid oxidation of the corresponding thioethers prepared from (+)-usnic acid. Reaction of the thioethers with H2O2 in the presence of VO(acac)(2) formed a mixture of sulfoxide diastereomers. Possible chiral oxidation of the thioethers into sulfoxides was studied.
引用
收藏
页码:46 / 49
页数:4
相关论文
共 50 条
  • [41] The synthesis of thiols, selenols, sulfides, selenides, sulfoxides, selenoxides, sulfones and selenones
    Procter, DJ
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, (04): : 335 - 354
  • [42] Oxidation of aromatic sulfides with molecular oxygen:Controllable synthesis of sulfoxides or sulfones
    Lili Tang
    Kejie Du
    Bing Yu
    Liangnian He
    Chinese Chemical Letters, 2020, 31 (12) : 2991 - 2992
  • [43] Synthesis of thiols, selenols, sulfides, selenides, sulfoxides, selenoxides, sulfones and selenones
    Baird, CP
    Rayner, CM
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (12): : 1973 - 2003
  • [44] The synthesis of thiols, selenols, sulfides, selenides, sulfoxides, selenoxides, sulfones and selenones
    Procter, DJ
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (06): : 835 - 871
  • [45] Synthesis of thiols, selenols, sulfides, selenides, sulfoxides, selenoxides, sulfones and selenones
    Rayner, CM
    CONTEMPORARY ORGANIC SYNTHESIS, 1996, 3 (06): : 499 - 533
  • [46] ALPHA,BETA-EPOXY SULFOXIDES AND SULFONES - SYNTHESIS AND SOME REACTIONS
    DURST, T
    TIN, KC
    DEREINACHHIRTZBACH, F
    DECESARE, JM
    RYAN, MD
    CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1979, 57 (03): : 258 - 266
  • [47] The synthesis of thiols, selenols, sulfides, selenides, sulfoxides, selenoxides, sulfones and selenones
    Procter, DJ
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (06): : 641 - 667
  • [48] Oxidation of aromatic sulfides with molecular oxygen: Controllable synthesis of sulfoxides or sulfones
    Tang, Lili
    Du, Kejie
    Yu, Bing
    He, Liangnian
    CHINESE CHEMICAL LETTERS, 2020, 31 (12) : 2991 - 2992
  • [49] One-Pot Parallel Synthesis of Alkyl Sulfides, Sulfoxides, and Sulfones
    Bogolubsky, Andrey V.
    Moroz, Yurii S.
    Mykhailiuk, Pavel K.
    Ostapchuk, Eugeniy N.
    Rudnichenko, Alexander V.
    Dmytriv, Yurii V.
    Bondar, Anna N.
    Zaporozhets, Olga A.
    Pipko, Sergey E.
    Doroschuk, Roman A.
    Babichenko, Liudmyla N.
    Konovets, Anzhelika I.
    Tolmachev, Andrey
    ACS COMBINATORIAL SCIENCE, 2015, 17 (06) : 348 - 354
  • [50] Cyclic sulfoxides and sulfones in drug design
    Regueiro-Ren, Alicia
    APPLICATIONS OF HETEROCYCLES IN THE DESIGN OF DRUGS AND AGRICULTURAL PRODUCTS, 2021, 134 : 1 - 30