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

Abstract 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 regiosele...

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Bibliographic Details
Published in:Synlett 2020-09, Vol.31 (14), p.1372-1377
Main Authors: Harada, Shinji, Matsuda, Daiki, Morikawa, Takahiro, Nishida, Atsushi
Format: Article
Language:English
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Summary:Abstract 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.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-0040-1707150