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

ABSTRACT: 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.

SUBMITTER: Zhu RY 

PROVIDER: S-EPMC5710739 | biostudies-literature | 2017 Sep

REPOSITORIES: biostudies-literature