Revisiting Sodium Hypochlorite Pentahydrate (NaOCl•5H 2 O) for the Oxidation of Alcohols in Acetonitrile without Nitroxyl Radicals

被引：9
|
作者：
Hirashita, Tsunehisa [1 ]
Sugihara, Yuto [1 ]
Ishikawa, Shota [1 ]
Naito, Yohei [1 ]
Matsukawa, Yuta [1 ]
Araki, Shuki [1 ]
机构：
[1] Nagoya Inst Technol, Grad Sch Engn, Life Sci & Appl Chem, Showa Ku, Gokiso Cho, Nagoya, Aichi 4668555, Japan
来源：
SYNLETT | 2018年 / 29卷 / 18期
关键词：
oxidation; alcohol; sodium hypochlorite pentahydrate; aldehyde; ketone; SELECTIVE OXIDATION; SECONDARY ALCOHOLS; CARBOXYLIC-ACIDS; CONVENIENT; ALDEHYDES; CRYSTALS; OXIDANT; CONVERSION; KETONES; TEMPO;
D O I：
10.1055/s-0037-1609629
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Sodium hypochlorite pentahydrate (NaOCl center dot 5H(2)O) is capable of oxidizing alcohols in acetonitrile at 20 degrees C without the use of catalysts. The oxidation is selective to allylic, benzylic, and secondary alcohols. Aliphatic primary alcohols are not oxidized.
引用
收藏
页码：2404 / 2407
页数：4
相关论文
共 50 条
  • [1] Sodium Hypochlorite Pentahydrate Crystals (NaOCl•5H2O)
    Sugiyama, Yukihiro
    Asawa, Tomotake
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2016, 74 (06) : 633 - 637
  • [2] Sodium Hypochlorite Pentahydrate (NaOCl•5H2O) Crystals as an Extraordinary Oxidant for Primary and Secondary Alcohols
    Okada, Tomohide
    Asawa, Tomotake
    Sugiyama, Yukihiro
    Kirihara, Masayuki
    Iwai, Toshiaki
    Kimura, Yoshikazu
    SYNLETT, 2014, 25 (04) : 596 - 598
  • [3] Organic syntheses using sodium hypochlorite pentahydrate (NaOCl·5H2O) crystals
    Kirihara M.
    Okada T.
    Asawa T.
    Sugiyama Y.
    Kimura Y.
    Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry, 2020, 78 (01): : 11 - 27
  • [4] Organic Syntheses Using Sodium Hypochlorite Pentahydrate (NaOCl•5H2O) Crystals
    Kirihara, Masayuki
    Okada, Tomohide
    Asawa, Tomotake
    Sugiyama, Yukihiro
    Kimura, Yoshikazu
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2020, 78 (01) : 15 - 31
  • [5] Sodium hypochlorite pentahydrate (NaOCl•5H2O) crystals; An effective re-oxidant for TEMPO oxidation
    Okada, Tomohide
    Asawa, Tomotake
    Sugiyama, Yukihiro
    Iwai, Toshiaki
    Kirihara, Masayuki
    Kimura, Yoshikazu
    TETRAHEDRON, 2016, 72 (22) : 2818 - 2827
  • [6] Sodium Hypochlorite Pentahydrate Crystals (NaOCl•5H2O): A Convenient and Environmentally Benign Oxidant for Organic Synthesis
    Kirihara, Masayuki
    Okada, Tomohide
    Sugiyama, Yukihiro
    Akiyosh, Miyako
    Matsunaga, Takehiro
    Kimura, Yoshikazu
    ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2017, 21 (12) : 1925 - 1937
  • [7] Synthesis of Sulfonyl Halides from Disulfides or Thiols Using Sodium Hypochlorite Pentahydrate (NaOCl•5H2O) Crystals
    Kirihara, Masayuki
    Yamahara, Sho
    Okada, Tomohide
    Matsumuro, Hiroaki
    Kinoshita, Yukari
    Kitajima, Atsuhito
    Takamura, Yuya
    Odagiri, Tatsuya
    Asawa, Tomotake
    Sugiyama, Yukihiro
    Kimura, Yoshikazu
    SYNTHESIS-STUTTGART, 2022, 54 (18): : 4120 - 4128
  • [8] An Efficient Method for the Preparation of Sulfonyl Chlorides: Reaction of Disulfides or Thiols with Sodium Hypochlorite Pentahydrate (NaOCl•5H2O) Crystals
    Okada, Tomohide
    Matsumuro, Hiroaki
    Iwai, Toshiaki
    Kitagawa, Saori
    Yamazaki, Kento
    Akiyama, Tomomi
    Asawa, Tomotake
    Sugiyama, Yukihiro
    Kimura, Yoshikazu
    Kirihara, Masayuki
    CHEMISTRY LETTERS, 2015, 44 (02) : 185 - 187
  • [9] Sodium selenite pentahydrate, Na2SeO3 center dot 5H(2)O
    Mereiter, Kurt
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2013, 69 : I77 - +
  • [10] The crystal structure of copper sulphate pentahydrate, CuSO(4 center dot)5H(2)O
    Beevers, CA
    Lipson, H
    PROCEEDINGS OF THE ROYAL SOCIETY OF LONDON SERIES A-CONTAINING PAPERS OF A MATHEMATICAL AND PHYSICAL CHARACTER, 1934, 146 (A858) : 0570 - 0582
12345