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Site-Selective Conversion of Azido Groups at Carbonyl α-Positions to Diazo Groups in Diazido and Triazido Compounds.
Yokoi, Taiki; Tanimoto, Hiroki; Ueda, Tomomi; Morimoto, Tsumoru; Kakiuchi, Kiyomi.
Afiliación
  • Yokoi T; Division of Materials Science, Graduate School of Science and Technology , Nara Institute of Science and Technology (NAIST) , 8916-5 Takayamacho , Ikoma , Nara 630-0192 , Japan.
  • Tanimoto H; Division of Materials Science, Graduate School of Science and Technology , Nara Institute of Science and Technology (NAIST) , 8916-5 Takayamacho , Ikoma , Nara 630-0192 , Japan.
  • Ueda T; Division of Materials Science, Graduate School of Science and Technology , Nara Institute of Science and Technology (NAIST) , 8916-5 Takayamacho , Ikoma , Nara 630-0192 , Japan.
  • Morimoto T; Division of Materials Science, Graduate School of Science and Technology , Nara Institute of Science and Technology (NAIST) , 8916-5 Takayamacho , Ikoma , Nara 630-0192 , Japan.
  • Kakiuchi K; Division of Materials Science, Graduate School of Science and Technology , Nara Institute of Science and Technology (NAIST) , 8916-5 Takayamacho , Ikoma , Nara 630-0192 , Japan.
J Org Chem ; 83(19): 12103-12121, 2018 Oct 05.
Article en En | MEDLINE | ID: mdl-30260220
This paper reports on the selective conversion of alkyl azido groups at the carbonyl α-position to diazo compounds. Through ß-elimination of dinitrogen, followed by hydrazone formation/decomposition, α-azidocarbonyl moieties were transformed into α-diazo carbonyl groups in one step. As these reaction conditions do not involve aryl or general alkyl azides, site-selective conversions of di- and triazides were achieved. Through this method, the successive site-selective conjugation of the triazido molecule with three different components is demonstrated.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2018 Tipo del documento: Article País de afiliación: Japón Pais de publicación: Estados Unidos
Texto completo
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2018 Tipo del documento: Article País de afiliación: Japón Pais de publicación: Estados Unidos