Synthesis of 3,3-disubstituted oxindoles

被引:26
|
作者
Liu, Kevin G. [1 ]
Robichaud, Albert J. [1 ]
机构
[1] Wyeth Res, Chem & Screeing Sci, Princeton, NJ 08543 USA
关键词
D O I
10.1016/j.tetlet.2006.11.041
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel and efficient two-step synthetic sequence for the preparation of 3,3-disubstituted oxindoles was developed starting from arylhydrazines and alpha-branched aldehydes via Fischer indole type synthesis followed by imine oxidation. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:461 / 463
页数:3
相关论文
共 50 条
  • [31] Synthesis of 3,3-disubstituted oxetane building blocks
    Vigo, Daniele
    Stasi, Luigi
    Gagliardi, Stefania
    TETRAHEDRON LETTERS, 2011, 52 (05) : 565 - 567
  • [32] Palladium-Catalyzed Aryl-Furanylation of Alkenes: Synthesis of Benzofuran-Containing 3,3-Disubstituted Oxindoles
    Qi, Hongbo
    Han, Kaiming
    Chen, Shufeng
    JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (14): : 9384 - 9395
  • [33] Synthesis of Quaternary 3,3-Disubstituted 2-Oxindoles from 2-Substituted Indole Using Selectfluor
    Jiang, Xiaojian
    Yang, Junjie
    Zhang, Feng
    Yu, Pei
    Yi, Peng
    Sun, Yewei
    Wang, Yuqiang
    ORGANIC LETTERS, 2016, 18 (13) : 3154 - 3157
  • [34] Silver-Catalyzed Difluoroamidation of Activated Alkenes for the Construction of Difluorinated 3,3-Disubstituted Oxindoles
    Wang, Chao
    Chen, Qiao
    Guo, Quanping
    Liu, Hong
    Xu, Zhaoqing
    Liu, Yubing
    Wang, Mengran
    Wang, Rui
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (13): : 5782 - 5788
  • [35] Transition-Metal-Mediated Routes to 3,3-Disubstituted Oxindoles through Anilide Cyclisation
    Klein, Johannes E. M. N.
    Taylor, Richard J. K.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (34) : 6821 - 6841
  • [36] Tandem radical cyclization of N -Arylacrylamides: An emerging platform for the construction of 3,3-disubstituted oxindoles
    Chen, Jia-Rong
    Yu, Xiao-Ye
    Xiao, Wen-Jing
    Synthesis (Germany), 2014, 46 (04)
  • [37] Visible Light-Induced Umpolung Synthesis of 3,3-Disubstituted Oxindoles via the Substrate-Photosensitive Strategy
    Yang, Jingjing
    Wang, Tingting
    Sui, Benhui
    Wang, Hongyu
    Tang, Bo
    CHINESE JOURNAL OF CHEMISTRY, 2025, 43 (04) : 431 - 436
  • [38] Asymmetric kinetic resolution of sulfides for the construction of unsymmetric sulfides and chiral 3,3-disubstituted oxindoles
    Wang, Kaiye
    Xiang, Yanan
    Shi, Zhujun
    Wang, Hongyu
    Li, Na
    Tang, Bo
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (26) : 6351 - 6354
  • [39] A Divergent Approach to the Diastereoselective Synthesis of 3,3-Disubstituted Oxindoles from Atropisomeric N-Aryl Oxindole Derivatives
    Nakazaki, Atsuo
    Mori, Ayako
    Kobayashi, Susumu
    Nishikawa, Toshio
    Chemistry-An Asian Journal, 2016, 11 (22) : 3267 - 3274
  • [40] The remarkable effect of the 7-substituent in the diastereoselective oxidative rearrangement of indoles: Asymmetric synthesis of 3,3-disubstituted oxindoles
    Lachia, Mathilde
    Poriel, Cyril
    Slawin, Alexandra M. Z.
    Moody, Christopher J.
    CHEMICAL COMMUNICATIONS, 2007, (03) : 286 - 288