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Formal Enone α-Arylation via I(III)-Mediated Aryl Migration/Elimination

Bruna S. Martins, Daniel Kaiser, Adriano Bauer, Irmgard Tiefenbrunner and Nuno Maulide*

*University of Vienna, Institute of Organic Chemistry, Währinger Strasse 38, 1090 Vienna, Austria, Email:

B. S. Martins, D. Kaiser, A. Bauer, I. Tiefenbrunner, N. Maulide, Org. Lett., 2021, 23, 2094-2098.

DOI: 10.1021/acs.orglett.1c00251


An I(III)-mediated skeletal reorganization of silyl enol ethers enables a formal enone α-arylation. This metal-free transformation offeres mild conditions, good yields, and high stereoselectivities for β-substituted enones.

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proposed reaction pathway

Key Words

arylation, enones, PIDA

ID: J54-Y2021