Journal of the American Chemical Society
Journal of the American Chemical Society
5 years ago

Highly Versatile β-C(sp3)–H Iodination of Ketones Using a Practical Auxiliary

Highly Versatile β-C(sp3)–H Iodination of Ketones Using a Practical Auxiliary
Luo-Yan Liu, Jin-Quan Yu, Ru-Yi Zhu
The first example of palladium(II)-catalyzed β-C(sp3)–H iodination of a wide range of ketones using a commercially available aminooxyacetic acid auxiliary has been achieved. This L, X-type directing group overcomes the limitations of the transient directing group approach for C(sp3)–H functionalization of ketones. Practical advantages of this method include simple installation of the auxiliary without chromatography, exceptional tolerance of α-functional groups, as well as alkenes and alkynes, and rapid access to diverse sterically hindered quaternary centers.

Publisher URL: http://dx.doi.org/10.1021/jacs.7b06851

DOI: 10.1021/jacs.7b06851

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