Substitution Reaction

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Fumie Sato - One of the best experts on this subject based on the ideXlab platform.

Sujit Roy - One of the best experts on this subject based on the ideXlab platform.

Aleksandr Kasatkin - One of the best experts on this subject based on the ideXlab platform.

Piotr Cmoch - One of the best experts on this subject based on the ideXlab platform.

Mahito Atobe - One of the best experts on this subject based on the ideXlab platform.

  • a new approach to anodic Substitution Reaction using acoustic emulsification
    Organic and Biomolecular Chemistry, 2008
    Co-Authors: Ryosuke Asami, Toshio Fuchigami, Mahito Atobe
    Abstract:

    We have developed a novel electrolytic system for anodic Substitution Reactions using acoustic emulsification. This new system involves the generation of a carbocation by anodic oxidation of a substrate, and then its Reaction with a nucleophile droplet formed by ultrasonication. In this system, even if the oxidation potential of the nucleophile is lower than that of the substrate, the substrate was predominantly oxidized to give the corresponding cation intermediate because the nucleophile phase, which was insoluble in the electrolytic medium, was electro-inactive. In addition, the overoxidation of the desired products was considerably suppressed by the extraction of products from the electrolyte solution into the nucleophile phase. As a result, the anodic Substitution Reaction of several carbamates with allyltrimethylsilane was carried out to provide the corresponding products in good to moderate yields.

  • development of an anodic Substitution Reaction system using acoustic emulsification
    Chemical Communications, 2008
    Co-Authors: Ryosuke Asami, Toshio Fuchigami, Mahito Atobe
    Abstract:

    The anodic Substitution Reaction proceeded smoothly without affecting the oxidation of the nucleophile in a one-step electrochemical operation using acoustic emulsification.

  • a new approach to anodic Substitution Reaction using parallel laminar flow in a micro flow reactor
    Journal of the American Chemical Society, 2007
    Co-Authors: Daisuke Horii, Toshio Fuchigami, Mahito Atobe
    Abstract:

    We have developed a novel electrosynthetic system for anodic Substitution Reaction using a micro-flow reactor. This system enables nucleophilic Reactions to overcome the restraints such as the oxidation potential of nucleophiles and the stability of carbocations by the combined use of ionic liquids as Reaction media and the parallel laminar flow in the reactor.