1373368-64-9Relevant academic research and scientific papers
Direct Synthesis of Enones by Visible-Light-Promoted Oxygenation of Trisubstituted Olefins Using Molecular Oxygen
Harada, Shinji,Matsuda, Daiki,Morikawa, Takahiro,Nishida, Atsushi
supporting information, p. 1372 - 1377 (2020/10/02)
A one-step synthesis of enones from olefins is described. The reaction was performed under visible-light irradiation in the presence of molecular oxygen and a photocatalyst. The reaction proceeded with various types of trisubstituted olefins to give enones in good yields with high regioselectivity. In particular, oxygen- and nitrogen-containing functional groups, heteroaromatic rings, and cyclopropanes were tolerated. Mechanistic studies and previous reports indicated that the active oxygen species generated in the reaction system is singlet oxygen.
Modified shapiro reactions with bismesitylmagnesium as an efficient base reagent
Kerr, William J.,Morrison, Angus J.,Pazicky, Marek,Weber, Tina
, p. 2250 - 2253 (2012/06/30)
Bismesitylmagnesium has been shown to successfully mediate the Shapiro reaction. A range of tosylhydrazones has been subjected to the developed system, which furnishes exceptionally high incorporation of the introduced electrophiles and good yields of the functionalized styrenes. At conveniently accessible temperatures and with a comparably small excess of base reagent, this protocol offers an efficient alternative to the lithium-mediated process. Importantly, 1.05 equiv of Weinreb amides are sufficient to obtain aryl enones in good yields.
