Scope of Aminomethylations via Suzuki-Miyaura Cross-Coupling of Organotrifluoroborates

Gary A. Molander,* Paul E. Gormisky and Deidre L. Sandrock

*Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, Email: gmolandrsas.upenn.edu

G. A. Molander, P. E. Gormisky, D. L. Sandrock, J. Org. Chem., 2008, 73, 2052-2057.

DOI: 10.1021/jo800183q

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Abstract

Scope and limitations of the Suzuki-Miyaura reaction of N,N-dialkylaminomethyltrifluoroborates with aryl halides were investigated. Aryl chlorides, iodides, and triflates coupled in good to excellent yields to give N,N-dialkylbenzylic amines.

see article for more examples

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Synthesis and Suzuki-Miyaura Cross-Coupling Reactions of Potassium Boc-Protected Aminomethyltrifluoroborate with Aryl and Hetaryl Halides

G. A. Molander, I. Shin, Org. Lett., 2011, 13, 3956-3959.

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Key Words

Benzylamines, Suzuki Coupling

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ID: J42-Y2008-0650