1391708-75-0Relevant academic research and scientific papers
From propargylic amides to functionalized oxazoles: Domino gold catalysis/oxidation by dioxygen
Hashmi, A. Stephen K.,Blanco Jaimes, Maria Camila,Schuster, Andreas M.,Rominger, Frank
, p. 6394 - 6408 (2012/09/22)
A new, highly efficient, and atom-economic access to a series of functionalized 2,5-disubstituted oxazoles from propargylic amides is reported. A series of propargylic amides were transformed to the corresponding alkylideneoxazolines by a gold(I) catalyst. The next step was an autoxidation to hydroperoxides bearing the heteroaromatic oxazoles. Experiments addressing the reaction mechanism reveal a radical pathway for this autoxidation process. The hydroperoxides could conveniently be converted to the corresponding alcohols by reduction with sodium borohydride.
