4.8 Article

B(C6F5)3-Catalyzed Michael Reactions: Aromatic C-H as Nucleophiles

Journal

ORGANIC LETTERS
Volume 19, Issue 10, Pages 2568-2571

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b00720

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The Michael reaction is a widely used reaction for the C-C coupling of electron-poor olefins and C(sp(3))-H pronucleophiles. Herein we report the Michael reaction between alkenes and aromatic as well as heteroaromatic compounds as aromatic C(sp(2))-H nucleophiles under mild conditions. The reaction is catalyzed by readily available Lewis acidic B(C6F5)(3) and proceeds with high regioselectivity for a wide substrate scope.

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