Hypervalent iodine-catalyzed oxylactonization of ketocarboxylic acids to ketolactones

被引:75
|
作者
Uyanik, Muhammet [1 ]
Yasui, Takeshi [1 ]
Ishihara, Kazuaki [1 ]
机构
[1] Nagoya Univ, Grad Sch Engn, Chikusa Ku, Nagoya, Aichi 4648603, Japan
关键词
CHEMISTRY; KETONES; REACTIVITY; OXIDATIONS; REAGENTS;
D O I
10.1016/j.bmcl.2009.03.148
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The hypervalent iodine-catalyzed oxylactonization of ketocarboxylic acids to ketolactones was achieved in the presence of iodobenzene (10 mol %), p-toluenesulfonic acid monohydrate (20 mol %) and meta-chloroperbenzoic acid as a stoichiometric co-oxidant. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3848 / 3851
页数:4
相关论文
共 50 条
  • [31] Iodine-catalyzed synthesis of β-keto enol ethers
    Bhosale, RS
    Bhosale, SV
    Bhosale, SV
    Wang, TY
    Zubaidha, PK
    TETRAHEDRON LETTERS, 2004, 45 (39) : 7187 - 7188
  • [32] Iodine-catalyzed intermolecular hydroamination of vinyl arenes
    Yadav, J. S.
    Reddy, B. V. Subba
    Rao, T. Srinivasa
    Krishna, B. Bala M.
    TETRAHEDRON LETTERS, 2009, 50 (38) : 5351 - 5353
  • [33] Iodine-Catalyzed Diazenylation with Arylhydrazine Hydrochlorides in Air
    Barak, Dinesh S.
    Dighe, Shashikant U.
    Avasthi, Ilesha
    Batra, Sanjay
    JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (07): : 3537 - 3546
  • [34] Iodine-catalyzed addition of aromatic mercaptans to indene
    Pudukulathan, Zubaidha K.
    Kasa, Anjaneyulu
    JOURNAL OF SULFUR CHEMISTRY, 2012, 33 (02) : 187 - 195
  • [35] IODINE-CATALYZED ADDITION OF METHYL THIOGLYCOLATE TO CHALCONES
    Gurdere, M. Burcu
    Gezegen, Hayreddin
    Budak, Yakup
    Ceylan, Mustafa
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2012, 187 (08) : 889 - 898
  • [36] A remarkable iodine-catalyzed protection of carbonyl compounds
    Banik, BK
    Chapa, M
    Marquez, J
    Cardona, M
    TETRAHEDRON LETTERS, 2005, 46 (13) : 2341 - 2343
  • [37] Iodine-catalyzed facile synthesis of pyrroles.
    Banik, BK
    Samajdar, S
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2002, 224 : U225 - U225
  • [38] Iodine-Catalyzed Diels-Alder Reactions
    Arndt, Thiemo
    Wagner, Philip K.
    Koenig, Jonas J.
    Breugst, Martin
    CHEMCATCHEM, 2021, 13 (12) : 2922 - 2930
  • [39] Reaction Mechanism of Iodine-Catalyzed Michael Additions
    von der Heiden, Daniel
    Bozkus, Seyma
    Klussmann, Martin
    Breugst, Martin
    JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (08): : 4037 - 4043
  • [40] Iodine-catalyzed synthesis of mixed cellulose esters
    Cheng, H. N.
    Dowd, Michael K.
    Shogren, R. L.
    Biswas, Atanu
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 240