Aromatic allylation via diazotization: Metal-free C-C bond formation

Summary, in English

A new method for the synthesis of allyl aromatic compounds not involving any metal-containing reagent or catalyst has been developed. Arylamines substituted with a large number of different substituents were converted via diazotizative deamination with tert-butyl nitrite in allyl bromide and acetonitrile to the corresponding allyl aromatic compounds. The allylation reaction was found to be suitable for larger scale synthesis due to short reaction times, a nonextractive workup, and robustness toward moisture, air, and type of solvent.

• Författare: Fredrik Ek; O Axelsson; LG Wistrand; Torbjörn Frejd
• Avdelning/ar: Kemisk biologi med inriktning mot läkemedelsutveckling; Centrum för analys och syntes
• Publiceringsår: 2002
• Språk: Engelska
• Sidor: 6376-6381
• Publikation/Tidskrift/Serie: Journal of Organic Chemistry
• Volym: 67
• Issue: 18
• Länkar: http://dx.doi.org/10.1021/jo0258103
• Dokumenttyp: Artikel i tidskrift
• Förlag: The American Chemical Society (ACS)
• Ämne: Organic Chemistry
• Status: Published
• Forskningsgrupp: Chemical Biology and Therapeutics
• ISBN/ISSN/Övrigt: ISSN: 1520-6904