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

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Abstract

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.

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Ämnesklassifikation (UKÄ) – OBLIGATORISK

  • Organisk kemi
Originalspråkengelska
Sidor (från-till)6376-6381
TidskriftJournal of Organic Chemistry
Volym67
Utgivningsnummer18
StatusPublished - 2002
PublikationskategoriForskning
Peer review utfördJa