Mechanistic Borderline of Schmidt reaction betweeen rearrangement and fragmentation

DOI

Bibliographic Information

Other Title
  • Schmidt転位による転位と断片化のボーダーライン機構の解明

Description

Schmidt rearrangement reaction of aldehydes and ketones in strongly acidic media containing hydrazoic acid is a versatile approach to nitriles and amides. The reaction gives a fragment product aside from a rearrangement product like amide, when a displacement atom group exists stably in reaction solution. So substituted 3-phenyl-2-butanone have the stable atom group were synthesized and allowed to react with trimethylsilyl azide in trifluoroacetic acid. After the reaction, the existence of the two products of rearrangement and fragmentation was determined. In addition, to clarify a reaction mechanism of the Schmidt reaction, a correlation between a product ratio and reaction is examined.

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Keywords

Details 詳細情報について

  • CRID
    1390001205555081216
  • NII Article ID
    130004646451
  • DOI
    10.11494/kisoyuki.57.0.29.0
  • Text Lang
    ja
  • Data Source
    • JaLC
    • CiNii Articles
  • Abstract License Flag
    Disallowed

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