183110-88-5Relevant articles and documents
Aromatic allylation via diazotization: Metal-free C-C bond formation
Ek, Fredrik,Axelsson, Oskar,Wistrand, Lars-Goeran,Frejd, Torbjoern
, p. 6376 - 6381 (2007/10/03)
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.