1448357-23-0Relevant academic research and scientific papers
Nitroethylation of vinyl triflates and bromides
Padilla-Salinas, Rosaura,Walvoord, Ryan R.,Tcyrulnikov, Sergei,Kozlowski, Marisa C.
, p. 3966 - 3969 (2013)
A two-carbon homologation of vinyl triflates and bromides for the synthesis of homoallylic nitro products is described. This palladium-catalyzed double coupling of nitromethane exploits the anion stabilizing and leaving group properties of nitromethane, generating the homo allyl nitro products via a tandem cross-coupling/π-allylation sequence. The resultant process provides a mild and convenient entry to nitroethylated products, which are versatile precursors to β,γ-unsaturated carbonyls, homoallylic amines, and nitrile oxides.
