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Transient directing group enabled Pd-catalyzed C–H oxygenation of benzaldehydes and benzylic amines

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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… Click to show full 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.

Keywords: transient directing; benzaldehydes benzylic; benzylic amines; group enabled; directing group

Journal Title: RSC Advances
Year Published: 2022

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