Selective and efficient oxidation of sulfides to sulfoxides with N-bromosuccinimide in the presence of β-cyclodextrin in water

被引：89
|
作者：
Surendra, K [1 ]
Krishnaveni, NS [1 ]
Kumar, VP [1 ]
Sridhar, R [1 ]
Rao, KR [1 ]
机构：
[1] Indian Inst Chem Technol, Div Organ Chem 1, Hyderabad 500007, Andhra Pradesh, India
来源：
TETRAHEDRON LETTERS | 2005年 / 46卷 / 27期
关键词：
sulfides; sulfoxides; oxidation; N-bromosuccinimide; beta-cyclodextrin; biomimetic; water;
D O I：
10.1016/j.tetlet.2005.05.011
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A simple and highly selective oxidation of sulfides to sulfoxides with N-bromosuccinimide (NBS) catalyzed by beta-cyclodextrin in water has been developed. A series Of Sulfides were oxidized selectively at room temperature in excellent yields. This reaction proceeds without over-oxidation to sulfones under mild conditions using water as a solvent and has many advantages over the existing methodologies. (c) 2005 Published by Elsevier Ltd.
引用
收藏
页码：4581 / 4583
页数：3
相关论文
共 50 条
  • [41] KINETICS AND MECHANISM OF OXIDATION OF GLYCINE BY N-BROMOSUCCINIMIDE
    TIWARI, JN
    BOSE, AK
    MUSHRAN, SP
    MONATSHEFTE FUR CHEMIE, 1977, 108 (06): : 1471 - 1478
  • [42] KINETICS AND MECHANISM OF OXIDATION OF CYCLOPENTANONE BY N-BROMOSUCCINIMIDE
    MUSHRAN, SP
    BOSE, AK
    TIWARI, JN
    MONATSHEFTE FUR CHEMIE, 1976, 107 (04): : 1021 - 1027
  • [43] Selective Oxidation of Sulfides to Sulfoxides with Cetyltrimethylammonium Periodate
    Chaudhari, Umesh V.
    Deota, Pradeep T.
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2012, 44 (04) : 381 - 386
  • [44] Scalable selective electrochemical oxidation of sulfides to sulfoxides
    Fu, Zi-Hao
    Tian, Hao-Dong
    Ni, Shao-Fei
    Wright, James S.
    Li, Ming
    Wen, Li-Rong
    Zhang, Lin-Bao
    GREEN CHEMISTRY, 2022, 24 (12) : 4772 - 4777
  • [45] An efficient superparamagnetic PEO-based nanocatalyst for selective oxidation of sulfides to sulfoxides
    Rahimi, Jamal
    Azizi, Mojtaba
    Niksefat, Maryam
    Heidari, Marzieh
    Naderi, Mehdi
    Maleki, Ali
    INORGANIC CHEMISTRY COMMUNICATIONS, 2023, 148
  • [46] THE REACTION OF MYREENE WITH N-BROMOSUCCINIMIDE IN THE PRESENCE OF WATER, ACETIC-ACID AND ALCOHOLS
    SCHULZE, K
    HAUFE, G
    KOHLER, G
    ZEITSCHRIFT FUR CHEMIE, 1980, 20 (08): : 293 - 294
  • [47] LIGHT-INDUCED OXIDATION OF SECONDARY ALCOHOLS IN THE PRESENCE OF BENZOYL PEROXIDE AND N-BROMOSUCCINIMIDE
    SHARMA, KS
    KUMARI, S
    GOEL, VK
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1993, 70 (10) : 811 - 814
  • [48] SELECTIVE OXIDATION OF ALCOHOLS USING THE 1/1 COMPLEX OF N-BROMOSUCCINIMIDE AND TETRABUTYLAMMONIUM IODIDE
    BEEBE, TR
    BOYD, L
    FONKENG, SB
    HORN, J
    MOONEY, TM
    SADERHOLM, MJ
    SKIDMORE, MV
    JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (20): : 6602 - 6603
  • [49] BROMOHYDRINS FROM OLEFINS AND N-BROMOSUCCINIMIDE IN WATER
    GUSS, CO
    ROSENTHAL, R
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (09) : 2549 - 2549
  • [50] KINETICS AND MECHANISM OF OXIDATION OF DIETHYL KETONE BY N-BROMOSUCCINIMIDE
    SINGH, K
    TIWARI, JN
    MUSHRAN, SP
    INTERNATIONAL JOURNAL OF CHEMICAL KINETICS, 1978, 10 (09) : 995 - 1002
12345