Rhodium-catalyzed addition of aryldifluoromethylsilanes to N-sulfonylaldimines

被引:8
作者
Oi, S [1 ]
Moro, M [1 ]
Kawanishi, T [1 ]
Inoue, Y [1 ]
机构
[1] Tohoku Univ, Grad Sch Engn, Dept Biomol Engn, Sendai, Miyagi 9808579, Japan
关键词
arylation; aldimines; rhodium catalyst; arylsilanes;
D O I
10.1016/j.tetlet.2004.04.152
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The addition of aryldifluoromethylsilanes to N-sulfonylaldimines was found to be catalyzed by a rhodium complex, [Rh(cod)(MeCN)(2)]BF4, in the presence of potassium fluoride to give the corresponding arylated N-sulfonylamines in good yield. The reaction mechanism would involve the generation of a fluoride-coordinated arylsilicate and the transmetalation between the arylsilicate and the rhodium complex to give the arylrhodium species as a key intermediate. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4855 / 4857
页数:3
相关论文
共 50 条
  • [21] Rhodium-catalyzed Decarbonylation of Acylsilanes
    Yoshida, Tomoki
    Kodama, Takuya
    Tobisu, Mamoru
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 11 (12)
  • [22] Rhodium-catalyzed cyclocarbonylation of azobenzene
    Zhou, DY
    Koike, T
    Suetsugu, S
    Onitsuka, K
    Takahashi, S
    INORGANICA CHIMICA ACTA, 2004, 357 (10) : 3057 - 3063
  • [23] Rhodium-catalyzed aerobic N-alkylation of sulfonamides with alcohols
    Sun Lin Feng
    ChineseChemicalLetters, 2011, 22 (09) : 1021 - 1024
  • [24] Practical method for the rhodium-catalyzed addition of aryl- and alkenylboronic acids to aldehydes
    Fürstner, A
    Krause, H
    ADVANCED SYNTHESIS & CATALYSIS, 2001, 343 (04) : 343 - 350
  • [25] Novel hexadentate imidazolium salts in the rhodium-catalyzed addition of arylboronic acids to aldehydes
    Chen, JH
    Zhang, XQ
    Feng, Q
    Luo, MM
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2006, 691 (03) : 470 - 474
  • [26] A simple rhodium-catalyzed addition reaction of aldehydes with arylboronic acids in aqueous ?-valerolactone
    Xu, Min-xiao
    Zhang, Kai-ming
    Zhang, Jie
    MENDELEEV COMMUNICATIONS, 2022, 32 (03) : 397 - 398
  • [27] Rhodium-Catalyzed Dimerization of Arylacetylenes and Addition of Malonates to 1,3-Enynes
    Mochizuki, Katsufumi
    Sakai, Kazunori
    Kochi, Takuya
    Kakiuchi, Fumitoshi
    SYNTHESIS-STUTTGART, 2013, 45 (15): : 2088 - 2092
  • [28] Rhodium-Catalyzed Double Hydroboration of Quinolines
    Wang, Ruibin
    Park, Sehoon
    ACS CATALYSIS, 2023, 13 (10): : 7067 - 7078
  • [29] A second-generation ligand for the enantioselective rhodium-catalyzed addition of arylboronic acids to alkenylazaarenes
    Roy, Iain D.
    Burns, Alan R.
    Pattison, Graham
    Michel, Boris
    Parker, Alexandra J.
    Lam, Hon Wai
    CHEMICAL COMMUNICATIONS, 2014, 50 (22) : 2865 - 2868
  • [30] RHODIUM-CATALYZED 1,2-ADDITION OF Sb-PHENYL-1,5-AZASTIBOCINES TO FUNCTIONALIZED ALDEHYDES
    Kakusawa, Naoki
    Yasuike, Shuji
    Kurita, Jyoji
    HETEROCYCLES, 2010, 80 (01) : 163 - 168