Literature DB >> 20848664

Flash chemistry: flow microreactor synthesis based on high-resolution reaction time control.

Jun-ichi Yoshida1.   

Abstract

This article addresses a fascinating aspect of flash chemistry, high-resolution reaction-time control by virtue of a flow microreactor system, and its applications. The length of time that the solution remains inside the reactor is called the residence time. The residence time between the addition of a reagent and that of a quenching agent or the next reagent in a flow microreactor is the reaction time, and the reaction time can be greatly reduced by adjusting the length of a reaction channel in a flow microreactor. This feature is quite effective for conducting reactions involving short-lived reactive intermediates. A reactive species can be generated and transferred to another location to be used in the next reaction before it decomposes by adjusting the residence time in the millisecond to second timescale. The principle of such high-resolution reaction-time control, which can be achieved only by flow microreactors, and its applications to synthetic reactions including Swern-Moffatt-type oxidation, as well as the generation and reactions of aryllithium compounds bearing electrophilic substituents, such as alkoxycarbonyl groups, are presented. Integration of such reactions using integrated flow microreactor systems is also demonstrated.
© 2010 The Japan Chemical Journal Forum and Wiley Periodicals, Inc.

Year:  2010        PMID: 20848664     DOI: 10.1002/tcr.201000020

Source DB:  PubMed          Journal:  Chem Rec        ISSN: 1528-0691            Impact factor:   6.771


  10 in total

1.  A flow-microreactor approach to protecting-group-free synthesis using organolithium compounds.

Authors:  Heejin Kim; Aiichiro Nagaki; Jun-ichi Yoshida
Journal:  Nat Commun       Date:  2011       Impact factor: 14.919

2.  Koch-Haaf reaction of adamantanols in an acid-tolerant hastelloy-made microreactor.

Authors:  Takahide Fukuyama; Yu Mukai; Ilhyong Ryu
Journal:  Beilstein J Org Chem       Date:  2011-09-15       Impact factor: 2.883

3.  Continuous proline catalysis via leaching of solid proline.

Authors:  Suzanne M Opalka; Ashley R Longstreet; D Tyler McQuade
Journal:  Beilstein J Org Chem       Date:  2011-12-14       Impact factor: 2.883

4.  Homocoupling of aryl halides in flow: Space integration of lithiation and FeCl(3) promoted homocoupling.

Authors:  Aiichiro Nagaki; Yuki Uesugi; Yutaka Tomida; Jun-Ichi Yoshida
Journal:  Beilstein J Org Chem       Date:  2011-08-02       Impact factor: 2.883

5.  Efficient amide bond formation through a rapid and strong activation of carboxylic acids in a microflow reactor.

Authors:  Shinichiro Fuse; Yuto Mifune; Takashi Takahashi
Journal:  Angew Chem Int Ed Engl       Date:  2013-12-02       Impact factor: 15.336

6.  Total synthesis of feglymycin based on a linear/convergent hybrid approach using micro-flow amide bond formation.

Authors:  Shinichiro Fuse; Yuto Mifune; Hiroyuki Nakamura; Hiroshi Tanaka
Journal:  Nat Commun       Date:  2016-11-28       Impact factor: 14.919

Review 7.  Contribution of microreactor technology and flow chemistry to the development of green and sustainable synthesis.

Authors:  Flavio Fanelli; Giovanna Parisi; Leonardo Degennaro; Renzo Luisi
Journal:  Beilstein J Org Chem       Date:  2017-03-14       Impact factor: 2.883

Review 8.  Flow microreactor synthesis in organo-fluorine chemistry.

Authors:  Hideki Amii; Aiichiro Nagaki; Jun-Ichi Yoshida
Journal:  Beilstein J Org Chem       Date:  2013-12-05       Impact factor: 2.883

9.  Investigating the continuous synthesis of a nicotinonitrile precursor to nevirapine.

Authors:  Ashley R Longstreet; Suzanne M Opalka; Brian S Campbell; B Frank Gupton; D Tyler McQuade
Journal:  Beilstein J Org Chem       Date:  2013-11-20       Impact factor: 2.883

Review 10.  Flow "Fine" Synthesis: High Yielding and Selective Organic Synthesis by Flow Methods.

Authors:  Shū Kobayashi
Journal:  Chem Asian J       Date:  2015-10-20
  10 in total

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