Literature DB >> 16737296

Iodine as a catalyst for efficient conversion of ketones to gem-dihydroperoxides by aqueous hydrogen peroxide.

Katja Zmitek1, Marko Zupan, Stojan Stavber, Jernej Iskra.   

Abstract

Iodine has been shown to be an efficient catalyst for the selective dihydroperoxidation of ketones with aqueous hydrogen peroxide. Ketones were directly converted to their corresponding gem-dihydroperoxides using a "green" oxidant (30% aq H(2)O(2)) and a simple catalyst (iodine) under neutral conditions in acetonitrile. The yield of hydroperoxidation of various cyclic ketones was 60-98% including androstane-3,17-dione, and acyclic ketones were converted with a similar efficiency. [reaction: see text]

Entities:  

Year:  2006        PMID: 16737296     DOI: 10.1021/ol060590r

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  8 in total

1.  Structure-activity relationship of an ozonide carboxylic acid (OZ78) against Fasciola hepatica.

Authors:  Qingjie Zhao; Mireille Vargas; Yuxiang Dong; Lin Zhou; Xiaofang Wang; Kamaraj Sriraghavan; Jennifer Keiser; Jonathan L Vennerstrom
Journal:  J Med Chem       Date:  2010-05-27       Impact factor: 7.446

2.  The activity of dispiro peroxides against Fasciola hepatica.

Authors:  Xiaofang Wang; Qingjie Zhao; Mireille Vargas; Yuxiang Dong; Kamaraj Sriraghavan; Jennifer Keiser; Jonathan L Vennerstrom
Journal:  Bioorg Med Chem Lett       Date:  2011-07-19       Impact factor: 2.823

Review 3.  Rearrangements of organic peroxides and related processes.

Authors:  Ivan A Yaremenko; Vera A Vil'; Dmitry V Demchuk; Alexander O Terent'ev
Journal:  Beilstein J Org Chem       Date:  2016-08-03       Impact factor: 2.883

4.  Facile epoxidation of alpha,beta-unsaturated ketones with cyclohexylidenebishydroperoxide.

Authors:  Kavitha Jakka; Jinyun Liu; Cong-Gui Zhao
Journal:  Tetrahedron Lett       Date:  2007-02-19       Impact factor: 2.415

5.  The Novel gem-Dihydroperoxide 12AC3O Suppresses High Phosphate-Induced Calcification via Antioxidant Effects in p53LMAco1 Smooth Muscle Cells.

Authors:  Naoko Takase; Masatoshi Inden; Shunsuke Hirai; Yumeka Yamada; Hisaka Kurita; Mitsumi Takeda; Eiji Yamaguchi; Akichika Itoh; Isao Hozumi
Journal:  Int J Mol Sci       Date:  2020-06-29       Impact factor: 5.923

6.  Mild and efficient strontium chloride hexahydrate-catalyzed conversion of ketones and aldehydes into corresponding gem-dihydroperoxides by aqueous H2O2.

Authors:  Davood Azarifar; Kaveh Khosravi; Fatemeh Soleimanei
Journal:  Molecules       Date:  2010-03-08       Impact factor: 4.411

7.  A H2O2/HBr system - several directions but one choice: oxidation-bromination of secondary alcohols into mono- or dibromo ketones.

Authors:  Gennady I Nikishin; Nadezhda I Kapustina; Liubov L Sokova; Oleg V Bityukov; Alexander O Terent'ev
Journal:  RSC Adv       Date:  2018-08-10       Impact factor: 4.036

8.  Anti-Oncogenic gem-Dihydroperoxides Induce Apoptosis in Cancer Cells by Trapping Reactive Oxygen Species.

Authors:  Yuki Kuranaga; Nami Yamada; Maiko Kashiwaya; Moeko Nakamura; Lei Cui; Minami Kumazaki; Haruka Shinohara; Nobuhiko Sugito; Kohei Taniguchi; Yuko Ito; Tatsushi Nakayama; Bunji Uno; Akichika Itoh; Yukihiro Akao
Journal:  Int J Mol Sci       Date:  2016-01-08       Impact factor: 5.923

  8 in total

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