Hydrogen-Free Alkene Reduction in Continuous Flow

被引:52
作者
Kleinke, Andrew S. [1 ]
Jamison, Timothy F. [1 ]
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
关键词
ACTIVATED ACYL GROUPS; AEROBIC REDUCTION; DIIMIDE; GENERATION; HYDROXYLAMINE; MECHANISM; NITRILES; OLEFINS; REACTOR; SAFE;
D O I
10.1021/ol400051n
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first continuous hydrogenation that requires neither H-2 nor metal catalysis generates diimide by a novel reagent combination. The simple flow reactor employed minimizes residence time by enabling safe operation at elevated temperature.
引用
收藏
页码:710 / 713
页数:4
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共 33 条
  • [11] Flavin-catalyzed generation of diimide: An environmentally friendly method for the aerobic hydrogenation of olefins
    Imada, Y
    Iida, H
    Naota, T
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (42) : 14544 - 14545
  • [12] Aerobic Reduction of Olefins by In Situ Generation of Diimide with Synthetic Flavin Catalysts
    Imada, Yasushi
    Iida, Hiroki
    Kitagawa, Takahiro
    Naota, Takeshi
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (21) : 5908 - 5920
  • [13] Neutral Flavins: Green and Robust Organocatalysts for Aerobic Hydrogenation of Olefins
    Imada, Yasushi
    Kitagawa, Takahiro
    Ohno, Takashi
    Iida, Hiroki
    Naota, Takeshi
    [J]. ORGANIC LETTERS, 2010, 12 (01) : 32 - 35
  • [14] Heterogeneous Catalytic Hydrogenation Reactions in Continuous-Flow Reactors
    Irfan, Muhammad
    Glasnov, Toma N.
    Kappe, C. Oliver
    [J]. CHEMSUSCHEM, 2011, 4 (03) : 300 - 316
  • [17] Combining enabling techniques in organic synthesis: Continuous flow processes with heterogenized catalysts
    Kirschning, Andreas
    Solodenko, Wladimir
    Mennecke, Klaas
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (23) : 5972 - 5990
  • [18] Continuous Flow Nitration of Benzaldehyde
    Kulkarni, Amol A.
    Kalyani, Vishwanath S.
    Joshi, Ramesh A.
    Joshi, Rohini R.
    [J]. ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2009, 13 (05) : 999 - 1002
  • [19] Iron(III) Chloride-Catalysed Aerobic Reduction of Olefins using Aqueous Hydrazine at Ambient Temperature
    Lamani, Manjunath
    Ravikumara, Guralamata S.
    Prabhu, Kandikere Ramaiah
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (08) : 1437 - 1442
  • [20] Organocatalytic diimide reduction of enamides in water
    Marsh, Barrie J.
    Heath, Emma L.
    Carbery, David R.
    [J]. CHEMICAL COMMUNICATIONS, 2011, 47 (01) : 280 - 282