Scandium(III) Triflate Catalyzed Direct Cyclization of Ketoamides for the Synthesis of 3-Hydroxy-2-Oxindoles

被引：14
作者：
Wang, Hong-Li [1 ]
Li, Ya-Min [1 ]
Wang, Gang-Wei [1 ]
Zhang, Heng [1 ]
Yang, Shang-Dong [1 ,2 ]
机构：
[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
[2] Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730070, Peoples R China
来源：
ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 2卷 / 06期
关键词：
cyclization; Friedel-Crafts; 3-hydroxy-2-oxindoles; ketoamides; scandium; SIMPLE INDOLE ALKALOIDS; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; ALDOL REACTION; ARYLBORONIC ACIDS; OXINDOLES; ISATINS; DERIVATIVES; (R)-CONVOLUTAMYDINE; HYDROXYLATION;
D O I：
10.1002/ajoc.201300057
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
[No abstract available]
引用
收藏
页码：486 / 490
页数：5
相关论文
共 50 条
  • [1] Enantioselective Synthesis of 3-Hydroxy-2-Oxindoles via Ni-Catalyzed Asymmetric Addition of Aromatic Bromides to α-Ketoamides
    Tian, Jiangyan
    Li, Xuening
    Shou, Tao
    Li, Wendian
    Lv, Hui
    CHEMISTRY-A EUROPEAN JOURNAL, 2024, 30 (72)
  • [2] Catalytic Asymmetric Synthesis of Substituted 3-Hydroxy-2-Oxindoles
    Hanhan, Nadine V.
    Sahin, Aziza H.
    Chang, Toby W.
    Fettinger, James C.
    Franz, Annaliese K.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (04) : 744 - 747
  • [3] Facile Synthesis of Quinoline-Substituted 3-Hydroxy-2-oxindoles and 3-Amino-2-oxindoles via a Palladium-Catalyzed Cascade Intramolecular Cyclization/Intermolecular Nucleophilic Addition Reaction
    Lin, Huawei
    Hu, Xinyan
    Han, Bing
    Yang, Xianru
    Deng, Yiwei
    Luo, Jiayi
    Ge, Yanqing
    Mao, Biming
    Wang, Chang
    Yuan, Chunhao
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (05) : 3413 - 3418
  • [4] A Facile Pathway to Enantiomerically Enriched 3-Hydroxy-2-Oxindoles: Asymmetric Intramolecular Arylation of α-Keto Amides Catalyzed by a Palladium-DifluorPhos Complex
    Yin, Liang
    Kanai, Motomu
    Shibasaki, Masakatsu
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (33) : 7620 - 7623
  • [5] An intermolecular C-H functionalization method for the synthesis of 3-hydroxy-2-oxindoles
    Chen, Jinsen
    Song, Chao
    Chen, Pei
    Zhu, Jin
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (42) : 8390 - 8393
  • [6] Organocatalytic Asymmetric Synthesis of Substituted 3-Hydroxy-2-oxindoles via Morita-Baylis-Hillman Reaction
    Liu, Yun-Lin
    Wang, Bo-Lun
    Cao, Jun-Jie
    Chen, Long
    Zhang, Yong-Xue
    Wang, Chao
    Zhou, Jian
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (43) : 15176 - 15178
  • [7] The Power of Triplet and Singlet Oxygen in Synthesis: 2-Oxindoles, 3-Hydroxy-2-oxindoles, and Isatins from Furans
    Triantafyllakis, Myron
    Sfakianaki, Kalliopi
    Kalaitzakis, Dimitris
    Vassllikogiannakis, Georgios
    ORGANIC LETTERS, 2018, 20 (12) : 3631 - 3634
  • [8] Chiral phosphine-squaramide-catalyzed Morita-Baylis-Hillman reaction: enantioselective synthesis of 3-hydroxy-2-oxindoles
    Qian, Jing-Ying
    Wang, Ci-Ci
    Sha, Feng
    Wu, Xin-Yan
    RSC ADVANCES, 2012, 2 (14) : 6042 - 6048
  • [9] PPh3-Mediated Synthesis of 3-Hydroxy-2-oxindoles from o-Alkynylnitrobenzenes
    Zhao Xuechun
    Fan Hui
    Xu Yao
    Liao Xiaoming
    Zhang Xiaoxiang
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2023, 43 (11) : 3997 - 4002
  • [10] Facile Synthesis of Azaarene-Substituted 3-Hydroxy-2-oxindoles via Bronsted Acid Catalyzed sp3 C-H Functionalization
    Niu, Rui
    Xiao, Jian
    Liang, Tao
    Li, Xingwei
    ORGANIC LETTERS, 2012, 14 (03) : 676 - 679
12345