Rh(I)-catalyzed Addition of the ortho C-H Bond in Aryl Sulfonamides to Maleimides

被引:6
|
作者
Ohara, Nozomi [1 ]
Rej, Supriya [1 ]
Chatani, Naoto [1 ]
机构
[1] Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
基金
奥地利科学基金会;
关键词
C-H Activation; Rhodium; Sulfonamides; AROMATIC AMIDES; ALKYLATION; FUNCTIONALIZATION; DERIVATIVES; ALKENES; ACIDS;
D O I
10.1246/cl.200353
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The selective, Rh(I)-catalyzed ortho-C-H alkylation of biologically important aryl sulfonamides with maleimides with the aid of an 8-aminoquinoline directing group is reported. The reaction exhibits a good substrate scope.
引用
收藏
页码:1053 / 1057
页数:5
相关论文
共 50 条
  • [11] Ru(II)-Catalyzed C H Activation: Amide-Directed 1,4-Addition of the Ortho C H Bond to Maleimides
    Keshri, Puspam
    Bettadapur, Kiran R.
    Lanke, Veeranjaneyulu
    Prabhu, Kandikere Ramaiah
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (14): : 6056 - 6065
  • [12] Allylic C-H bond activation by Rh(I)
    Ho, Isaac Hung-An
    Sadow, Aaron
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 239
  • [13] Iron-Catalyzed Chemoselective ortho Arylation of Aryl Imines by Directed C-H Bond Activation
    Yoshikai, Naohiko
    Matsumoto, Arimasa
    Norinder, Jakob
    Nakamura, Eiichi
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (16) : 2925 - 2928
  • [14] Rh(<sc>iii</sc>)-catalyzed aldehydic and aryl C-H alkylation with cyclopropanols via C-H/C-C bond activation
    Dash, Om Prakash
    Garg, Divya
    Volla, Chandra M. R.
    CHEMICAL COMMUNICATIONS, 2024, 60 (76) : 10576 - 10579
  • [15] Rh-Catalyzed Ortho C-H Alkynylation of Aromatic Aldehydes
    Tan, Eric
    Nannini, Leonardo J.
    Stoica, Otilia
    Echavarren, Antonio M.
    ORGANIC LETTERS, 2021, 23 (04) : 1263 - 1268
  • [16] Oxidative addition of an aromatic ortho C-H bond of tetraphosphine to asymmetric diiridium(I) centres
    Nakajima, Takayuki
    Noda, Sayo
    Sakamoto, Miyuki
    Matsui, Aya
    Nakamae, Kanako
    Kure, Bunsho
    Ura, Yasuyuki
    Tanase, Tomoaki
    DALTON TRANSACTIONS, 2016, 45 (11) : 4747 - 4761
  • [17] C-H bond cleavage of 8-quinolinecarboxaldehyde by Rh(I) and a hydride addition into vinylcyclohexenes
    Jun, CH
    Lim, YG
    Kang, JB
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 1996, 17 (12) : 1102 - 1104
  • [18] Rh(III)-catalyzed diastereoselective C-H bond addition/cyclization cascade of enone tethered aldehydes
    Boerth, Jeffrey A.
    Ellman, Jonathan A.
    CHEMICAL SCIENCE, 2016, 7 (02) : 1474 - 1479
  • [19] Regioselective Ortho Olefination of Aryl Sulfonamide via Rhodium-Catalyzed Direct C-H Bond Activation
    Xie, Weijia
    Yang, Jie
    Wang, Baiquan
    Li, Bin
    JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (17): : 8278 - 8287
  • [20] Olefinic C-H Bond Addition to Aryl Aldehyde and Its N-Sulfonylimine via Rh Catalysis
    Li, Yang
    Zhang, Xi-Sha
    Zhu, Qi-Lei
    Shi, Zhang-Jie
    ORGANIC LETTERS, 2012, 14 (17) : 4498 - 4501