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Direct Synthesis of Enones by Visible-Light-Promoted Oxygenation of Trisubstituted Olefins Using Molecular Oxygen

Shinji Harada*, Daiki Matsuda, Takahiro Morikawa, Atsushi Nishida

*Graduate School of Pharmaceutical Sciences, Chiba University, 1-8-1 Inohana, Chuo-ku, Chiba 2608675, Japan, Email: s.haradafaculty.chiba-u.jp

S. Harada, D. Matsuda, T. Morikawa, A. Nishida, Synlett, 2020, 31, 1372-1377.

DOI: 10.1055/s-0040-1707150 (free Supporting Information)


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Abstract

A one-step reaction of trisubstituted olefins provides enones in good yields with high regioselectivity under visible-light irradiation in the presence of molecular oxygen and a photocatalyst. The reaction tolerates oxygen- and nitrogen-containing functional groups, heteroaromatic rings, and cyclopropanes.

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Key Words

oxygen, oxygenation, photochemistry, ruthenium catalysis, alkenes


ID: J72-Y2020