Copper-promoted Synthesis of β-Selenylated Cyclopentanones via Selenylation and 1,2-Alkyl Migration Sequences of Alkenyl Cyclobutanols

被引:9
|
作者
Kim, Yubin [1 ]
Kim, Dae Young [1 ]
机构
[1] Soonchunhyang Univ, Dept Chem, Soonchunhyang Ro 22, Asan 31538, Chungnam, South Korea
基金
新加坡国家研究基金会;
关键词
Selenylation; Semipinacol-type rearrangement; Alkenyl cyclobutanols; Diselenides; VISIBLE-LIGHT PHOTOREDOX; N-PHENYL TETRAHYDROISOQUINOLINE; OXIDATIVE COUPLING REACTION; ORTHO-QUINONE METHIDES; ONE-POT SYNTHESIS; ASYMMETRIC-SYNTHESIS; SEMIPINACOL REARRANGEMENT; KETO ACIDS; DECARBOXYLATIVE ALKYLATION; RING EXPANSION;
D O I
10.1002/bkcs.11967
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Copper-promoted selenylation and semipinacol-type rearrangement of alkenyl alcohols.
引用
收藏
页码:378 / 381
页数:4
相关论文
共 29 条
  • [1] Electrochemical Oxidative Arylsulfonylation and 1,2-Alkyl Shift Sequences of Alkenyl Cyclobutanols for the Synthesis of β-Sulfonated Cyclopentanones
    Kim, Yebin
    Kim, Dae Young
    [J]. BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2021, 42 (03) : 510 - 513
  • [2] Synthesis of Fluoromethyl-Substituted Cyclopentanones via Radical Fluorination and 1,2-Alkyl Migration Cascade of Alkenyl Cyclobutanols
    Kim, Yubin
    Kim, Dae Young
    [J]. ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 8 (05) : 679 - 682
  • [3] Synthesis of β-Selenylated Cyclopentanones via Photoredox-Catalyzed Selenylation/Ring-Expansion Cascades of Alkenyl Cyclobutanols
    Jung, Hye Im
    Kim, Dae Young
    [J]. SYNLETT, 2019, 30 (11) : 1361 - 1365
  • [4] Catalyst-free selenylation/semipinacol rearrangement cascades of alkenyl cyclobutanols: synthesis of β-selenylated cyclopentanones
    Kim, Dae Young
    [J]. SYNTHETIC COMMUNICATIONS, 2019, 49 (17) : 2203 - 2209
  • [5] Photocatalytic reductive sulfonylation and 1,2-alkyl migration cascades of vinyl cyclobutanols: A synthesis of β-sulfonated cyclopentanones
    Kim, Joo Hee
    Kim, Dae Young
    [J]. SYNTHETIC COMMUNICATIONS, 2020, 50 (02) : 207 - 216
  • [6] Synthesis of β-selenylated ketones via iodine-mediated selenylation/1,2-carbon migration sequences of alkenyl alcohols
    Kim, Yubin
    Kim, Dae Young
    [J]. TETRAHEDRON LETTERS, 2019, 60 (23) : 1538 - 1542
  • [7] Copper-Promoted Regioselective Synthesis of Polysubstituted Pyrroles from Aldehydes, Amines, and Nitroalkenes via 1,2-Phenyl/Alkyl Migration
    Andreou, Dimitrios
    Kallitsakis, Michael G.
    Loukopoulos, Edward
    Gabriel, Catherine
    Kostakis, George E.
    Lykakis, Ioannis N.
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (04): : 2104 - 2113
  • [8] Facile Synthesis of Carbazoles via a Tandem Iodocyclization with 1,2-Alkyl Migration and Aromatization
    Wang, Jia
    Zhu, Hai-Tao
    Qiu, Yi-Feng
    Niu, Yuan
    Chen, Si
    Li, Ying-Xiu
    Liu, Xue-Yuan
    Liang, Yong-Min
    [J]. ORGANIC LETTERS, 2015, 17 (12) : 3186 - 3189
  • [9] Copper-promoted synthesis of 1,4-benzodiazepinones via alkene diamination
    Karyakarte, Shuklendu D.
    Sequeira, Fatima C.
    Zibreg, Garrick H.
    Huang, Guoqing
    Matthew, Josiah P.
    Ferreira, Marina M. M.
    Chemler, Sherry R.
    [J]. TETRAHEDRON LETTERS, 2015, 56 (23) : 3686 - 3689
  • [10] Copper-Promoted Regioselective Intermolecular Diamination of Ynamides: Synthesis of Imidazo[1,2-a] pyridines
    Dwivedi, Vikas
    Kumar, Ravi
    Sharma, Kavita
    Sridhar, Balasubramanian
    Reddy, Maddi Sridhar
    [J]. ACS OMEGA, 2017, 2 (06): : 2770 - 2777