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

Wu Li; Thomas Werner

doi:10.1021/acs.orglett.7b00720

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

Org Lett. 2017 May 19;19(10):2568-2571. doi: 10.1021/acs.orglett.7b00720. Epub 2017 May 11.

Authors

Wu Li¹, Thomas Werner¹

Affiliation

¹ Leibniz Institute for Catalysis at the University of Rostock , Albert-Einstein-Straße 29a, 18059 Rostock, Germany.

PMID: 28492083
DOI: 10.1021/acs.orglett.7b00720

Abstract

The Michael reaction is a widely used reaction for the C-C coupling of electron-poor olefins and C(sp³)-H pronucleophiles. Herein we report the Michael reaction between alkenes and aromatic as well as heteroaromatic compounds as aromatic C(sp²)-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.