Rhodium-catalyzed [5+2] cycloaddition reactions in water

被引：44
|
作者：
Wender, PA [1 ]
Love, JA [1 ]
Williams, TJ [1 ]
机构：
[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA
来源：
SYNLETT | 2003年 / 09期
关键词：
water-soluble catalyst; biphasic reactions; cycloaddition; medium-sized rings; rhodium;
D O I：
10.1055/s-2003-40357
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new water-soluble rhodium catalyst is reported along with its ability to effect [5+2] cycloaddition reactions in water. This water-soluble catalyst is recyclable, is readily separated from the organic product, and allows one to avoid or minimize the use of organic solvents, the major waste stream of most organic reactions.
引用
收藏
页码：1295 / 1298
页数：4
相关论文
共 50 条
  • [41] Rhodium-Catalyzed Decarboxylative Cycloaddition Route to Substituted Anilines
    Zhang, Kainan
    Louie, Janis
    JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (11): : 4686 - 4691
  • [42] Efficient Synthesis of Multiply Seven-Membered-Ring Fused Porphyrins by Rhodium-Catalyzed [5+2] Annulation
    Shu, Hui
    Guo, Mengjie
    Wang, Machongyang
    Zhou, Mingbo
    Zhou, Bixiang
    Xu, Ling
    Rao, Yutao
    Yin, Bangshao
    Osuka, Atsuhiro
    Song, Jianxin
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2022, 61 (39)
  • [43] Electrooxidative Rhodium-Catalyzed [5+2] Annulations via C-H/O-H Activations
    Wang, Yulei
    Oliveira, Joao C. A.
    Lin, Zhipeng
    Ackermann, Lutz
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2021, 60 (12) : 6419 - 6424
  • [44] Tandem 5+2/3+2 and 5+2/3+3 cycloaddition reactions
    Engler, TA
    Scheibe, CM
    Iyengar, R
    JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (24): : 8274 - 8275
  • [45] Rhodium-Catalyzed Asymmetric [2+2+2] Cycloaddition of Unsymmetrical α,ω-Diynes with Acenaphthylene
    Aida, Yukimasa
    Shibata, Yu
    Tanaka, Ken
    JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (05): : 2617 - 2626
  • [46] Rhodium-catalyzed enantioselective [2+2+2] cycloaddition of diynes with unfunctionalized alkenes
    Shibata, Takanori
    Kawachi, Ai
    Ogawa, Mika
    Kuwata, Yusuke
    Tsuchikarna, Kyoji
    Endo, Kohei
    TETRAHEDRON, 2007, 63 (52) : 12853 - 12859
  • [47] Rhodium-Catalyzed [2+2+2] Cycloaddition of Oximes and Diynes To Give Pyridines
    Xu, Fen
    Wang, Chunxiang
    Wang, Dongping
    Li, Xincheng
    Wan, Boshun
    CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (07) : 2252 - 2255
  • [48] Highly Enantioselective Rhodium-Catalyzed [2+2+2] Cycloaddition of Diynes to Sulfonimines
    Amatore, Muriel
    Leboeuf, David
    Malacria, Max
    Gandon, Vincent
    Aubert, Corinne
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (12) : 4576 - 4579
  • [49] On the regioselectivity of the Ru-catalyzed intramolecular [5+2] cycloaddition
    Trost, BM
    Shen, HC
    ORGANIC LETTERS, 2000, 2 (16) : 2523 - 2525
  • [50] Rates and Mechanism of Rhodium-Catalyzed [2+2+2] Cycloaddition of Bisalkynes and a Monoalkyne
    Dachs, Anna
    Torrent, Anna
    Pla-Quintana, Anna
    Roglans, Anna
    Jutand, Anny
    ORGANOMETALLICS, 2009, 28 (20) : 6036 - 6043
12345