Multistep Microchemical Synthesis Enabled by Microfluidic Distillation

被引:122
作者
Hartman, Ryan L. [2 ]
Naber, John R. [1 ]
Buchwald, Stephen L. [1 ]
Jensen, Klavs F. [2 ]
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
[2] MIT, Dept Chem Engn, Cambridge, MA 02139 USA
关键词
Heck reaction; microfluidic distillation; microreactors; palladium; synthetic methods; PALLADIUM-CATALYZED ARYLATION; HECK REACTION; ALPHA-REGIOSELECTIVITY; ORGANIC-SYNTHESIS; FLOW; HYDROGENATION; EVAPORATION; REACTORS;
D O I
10.1002/anie.200904634
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Figure Presented) Microchemical solvent switch: A continuous-flow, multistep Heck synthesis was made possible by integrating microreactors, liquid-liquid extraction, and microfluidic distillation. The microfluidic distil-lation enabled solvent exchange from CH2CI2 in the first reaction step to N,Ndimethylformamide (DMF) in the final reaction step. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:899 / 903
页数:5
相关论文
共 60 条
  • [1] Non-conventional methodologies for transition-metal catalysed carbon-carbon coupling: a critical overview. Part 1: The Heck reaction
    Alonso, F
    Beletskaya, IP
    Yus, M
    [J]. TETRAHEDRON, 2005, 61 (50) : 11771 - 11835
  • [2] [Anonymous], 2009, ANGEW CHEM
  • [3] Countercurrent laminar microflow for highly efficient solvent extraction
    Aota, Arata
    Nonaka, Masaki
    Hibara, Akihide
    Kitamori, Takehiko
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (06) : 878 - 880
  • [4] Baxendale I. R., 2009, ANGEW CHEM, V121, P4077
  • [5] A flow process for the multi-step synthesis of the alkaloid natural product oxomaritidine: a new paradigm for molecular assembly
    Baxendale, Ian R.
    Deeley, Jon
    Griffiths-Jones, Charlotte M.
    Ley, Steven V.
    Saaby, Steen
    Tranmer, Geoffrey K.
    [J]. CHEMICAL COMMUNICATIONS, 2006, (24) : 2566 - 2568
  • [6] Multistep Synthesis Using Modular Flow Reactors: Bestmann-Ohira Reagent for the Formation of Alkynes and Triazoles
    Baxendale, Ian R.
    Ley, Steven V.
    Mansfield, Andrew C.
    Smith, Christopher D.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (22) : 4017 - 4021
  • [7] Preparation of the neolignan natural product grossamide by a continuous-flow process
    Baxendale, IR
    Griffiths-Jones, CM
    Ley, SV
    Tranmer, GK
    [J]. SYNLETT, 2006, (03) : 427 - 430
  • [8] Enantioselective catalysis and analysis on a chip
    Belder, D
    Ludwig, M
    Wang, LW
    Reetz, MT
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (15) : 2463 - 2466
  • [9] The heck reaction as a sharpening stone of palladium catalysis
    Beletskaya, IP
    Cheprakov, AV
    [J]. CHEMICAL REVIEWS, 2000, 100 (08) : 3009 - 3066
  • [10] Chemical separations by bubble-assisted interphase mass-transfer
    Boyd, David A.
    Adleman, James R.
    Goodwin, David G.
    Psaltis, Demetirl
    [J]. ANALYTICAL CHEMISTRY, 2008, 80 (07) : 2452 - 2456