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Visible-Light Photocatalytic Preparation of 1,4-Ketoaldehydes and 1,4-Diketones from α-Bromoketones and Alkyl Enol Ethers

William H. García-Santos, Jeferson B. Mateus-Ruiz, Alejandro Cordero-Vargas*

*Instituto de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, Ciudad de México 04510, Mexico, Email: acorderounam.mx

W. H. García-Santos, H. B. Mateus-Ruiz, A. Cordero-Vargas, Org. Lett., 2019, 21, 4092-4096.

DOI: 10.1021/acs.orglett.9b01275


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Abstract

A Ru2+-photocatalyzed, visible-light-mediated ATRA reaction of α-bromoketones with alkyl enol ethers provides 1,4-ketoaldehydes, 1,4-diketones, and 1,4-ketoesters, which are difficult to access. This method enables the construction of secondary, tertiary, and challenging quaternary centers. A construction of substituted pyrroles is also described.

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Dibromo-BODIPY as an Organic Photocatalyst for Radical-Ionic Sequences

W. H. García-Santos, J. Ordóñez-Hernández, M. Farfán-Paredes, H. M. Castro-Cruz, N. A. Macías-Ruvalcaba, N. Farfán, A. Cordero-Vargas, J. Org. Chem., 2021, 86, 16315-16326.


Key Words

1,4-diketones, photochemistry


ID: J54-Y2019