Rhodium-Catalyzed Cross-Coupling of Arylboronic Acids Using Vinyl Acetate as the Electrophilic Partner

Abstract

The first Suzuki-type cross-coupling between arylboronic acids and vinyl acetate is disclosed. The acetoxy moiety as the leaving group is realized in the coupling process. Rhodium complexes were found to be highly effective for promoting this transformation. In contrast, the present well-known nickel and palladium complexes were inferior for this catalysis when vinyl acetate was used as the electrophilic partner.

Key words

cross-coupling - catalysis - rhodium - vinyl acetate

References and Notes

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15

We tried to lower the loading of vinyl acetate to 2 equiv (with respected to arylboronic acid). However, the product yield dropped significantly.