Palladium-Catalyzed Methylation and Arylation of sp<sup>2</sup> and sp<sup>3</sup> C−H Bonds in Simple Carboxylic Acids

Ramesh Giri, Nathan Maugel, Jiao-Jie Li, Dong‐Hui Wang, Steven P. Breazzano, Lindsey B. Saunders, Jin‐Quan Yu

Journal of the American Chemical Society · 2007 · 770 citations · 26 references

Concepts

Abstract

The use of preformed sodium carboxylates as substrates led to the first observation of facile Pd-insertions into sp3 β-C−H bonds in simple aliphatic acids. Consequently, Pd-catalyzed methylation and arylation of o-C−H bonds in benzoic acids and β-C−H bonds in aliphatic acids using either a phenylboronate, methylboronic acid, or ArI have been achieved via a C−H activation/C−C coupling sequence.

References

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