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Transient directing group enabled Pd-catalyzed C–H oxygenation of benzaldehydes and benzylic amines
Authors:Mixiang Tian  Lidong Shao  Xiaosan Su  Xuhong Zhou  Honglei Zhang  Kun Wei  Ruifen Sun  Junliang Wang
Affiliation:Center for Scientific Research, Yunnan University of Chinese Medicine, Kunming Yunnan 650500 P. R. China.; School of Chemical Science and Technology, Yunnan University, Kunming Yunnan 650500 P. R. China
Abstract:
We report a general protocol for ortho-C–H fluoroalkoxylation of benzaldehydes and benzylic amines utilizing an inexpensive amino amide as a transient directing group. In the presence of an electrophilic fluorinating bystanding oxidant and fluorinated alcohols, a wide range of benzaldehydes and benzylic amines could be oxygenated selectively at the ortho positions to afford fluoroalkyl aryl ethers. This elegant approach would provide appealing strategies for synthesis of drug molecules and natural products.

A general protocol for ortho-C–H fluoroalkoxylation of benzaldehydes and benzylic amines was exploited by utilizing an inexpensive amino amide as a transient directing group.
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