skip to main content
Idioma:
Tipo de recurso Mostra resultados com: Mostra resultados com: Índice

Direct Addition of Grignard Reagents to Aliphatic Carboxylic Acids Enabled by Bulky turbo‐Organomagnesium Anilides

Colas, Kilian ; V. D. dos Santos, A. Catarina ; Kohlhepp, Stefanie V. ; Mendoza, Abraham

Chemistry : a European journal, 2022-02, Vol.28 (9), p.e202104053-n/a [Periódico revisado por pares]

Germany: Wiley Subscription Services, Inc

Texto completo disponível

Citações Citado por
  • Título:
    Direct Addition of Grignard Reagents to Aliphatic Carboxylic Acids Enabled by Bulky turbo‐Organomagnesium Anilides
  • Autor: Colas, Kilian ; V. D. dos Santos, A. Catarina ; Kohlhepp, Stefanie V. ; Mendoza, Abraham
  • Assuntos: acylation ; Aliphatic compounds ; Anilides ; Aniline ; Carboxylic Acids ; Chemistry ; Grignard reaction ; Indicators and Reagents ; Ketones ; Magnesium ; metalation ; Molecular Structure ; Organometallic Compounds ; Perfluoroalkyl & polyfluoroalkyl substances ; Reagents
  • É parte de: Chemistry : a European journal, 2022-02, Vol.28 (9), p.e202104053-n/a
  • Notas: Dedicated to R. E. Mulvey on the occasion of his 62nd birthday
    ObjectType-Article-1
    SourceType-Scholarly Journals-1
    ObjectType-Feature-2
    content type line 23
  • Descrição: The synthesis of ketones through addition of organometallic reagents to aliphatic carboxylic acids is a straightforward strategy that is limited to organolithium reagents. More desirable Grignard reagents can be activated and controlled with a bulky aniline‐derived turbo‐Hauser base. This operationally simple procedure allows the straightforward preparation of a variety of aliphatic and perfluoroalkyl ketones alike from functionalized alkyl, aryl and heteroaryl Grignard reagents. Adding the right amount: The addition of Grignard nucleophiles to carboxylic acids is made difficult by the lower nucleophilicity of these abundant organometallics, the low electrophilicity of carboxylate anions, and the faster over‐addition to any ketones produced. Herein we introduce a simple magnesium anilide additive that enhances the nucleophilicity of Grignard reagents towards aliphatic carboxylates and stabilizes the product towards over‐addition side reactions.
  • Editor: Germany: Wiley Subscription Services, Inc
  • Idioma: Inglês
Links
Voltar para lista de resultados

  • Realização: ABCD-USP USP   Logos de Redes Sociais: Freepik

Buscando em bases de dados remotas. Favor aguardar.