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Rubazonic Acids and Their Synthesis.
Tong, My Linh; Leusch, Lena Theresa; Holzschneider, Kristina; Kirsch, Stefan F.
Afiliación
  • Tong ML; Organic Chemistry, Bergische Universität Wuppertal, Gaußstr. 20, 42119 Wuppertal, Germany.
  • Leusch LT; Organic Chemistry, Bergische Universität Wuppertal, Gaußstr. 20, 42119 Wuppertal, Germany.
  • Holzschneider K; Organic Chemistry, Bergische Universität Wuppertal, Gaußstr. 20, 42119 Wuppertal, Germany.
  • Kirsch SF; Organic Chemistry, Bergische Universität Wuppertal, Gaußstr. 20, 42119 Wuppertal, Germany.
J Org Chem ; 85(9): 6008-6016, 2020 May 01.
Article en En | MEDLINE | ID: mdl-32293178
ABSTRACT
Rubazonic acids are a class of dyes that are long-known, but studies on their syntheses and uses are rare. We now describe an experimentally simple and highly practical one-pot procedure for their synthesis starting from easily accessible 1H-pyrazol-5(4H)-ones. This protocol provides direct access to a broad range of the desired rubazonic acid derivatives through oxidative diazidation combined with a reductive work-up, without the need to isolate the potentially hazardous diazido compounds generated en route the target compounds. We also show how more challenging variants of rubazonic acid are efficiently prepared using an alternative two-step procedure and controlled hydrogenation conditions.
Asunto(s)

Texto completo: 1 Colección: 01-internacional Banco de datos: MEDLINE Asunto principal: Hidrogenación Tipo de estudio: Guideline Idioma: En Revista: J Org Chem Año: 2020 Tipo del documento: Article País de afiliación: Alemania

Texto completo: 1 Colección: 01-internacional Banco de datos: MEDLINE Asunto principal: Hidrogenación Tipo de estudio: Guideline Idioma: En Revista: J Org Chem Año: 2020 Tipo del documento: Article País de afiliación: Alemania