3 years ago

Versatile Alkylation of (Hetero)Aryl Iodides with Ketones via β-C(sp3)–H Activation

Versatile Alkylation of (Hetero)Aryl Iodides with Ketones via β-C(sp3)–H Activation
Ru-Yi Zhu, Yongwei Wu, Kai Hong, Chris H. Senanayake, Han Seul Park, Luo-Yan Liu, Jin-Quan Yu
We report Pd(II)-catalyzed β-C(sp3)–H (hetero)arylation of a variety of ketones using a commercially available 2,2-dimethyl aminooxyacetic acid auxiliary. Facile installation and removal of the auxiliary as well as its superior scope for both ketones and (hetero)aryl iodides overcome the significant limitations of the previously reported β-C(sp3)–H arylation of ketones. The ready availability of ketones renders this reaction a broadly useful method for alkyl–(hetero)aryl coupling involving both primary and secondary alkyls.

Publisher URL: http://dx.doi.org/10.1021/jacs.7b09761

DOI: 10.1021/jacs.7b09761

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