Palladium-Catalyzed Chemo- and Regioselective C-H Bond Functionalization of Phenols with 1,3-Dienes

Ke-Qin Wu,Hui Li, Ao Zhou,Wei-Ran Yang,Qin Yin

The Journal of Organic Chemistry(2023)

Cited 4|Views3
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Abstract
Chemo-and site-selective functionalization of phenols offers a rapid strategy for the synthesis of phenol derivatives with diverse structures. Herein, we report a Pd-catalyzed regioselective C- H bond allylic alkylation of phenols with 1,3-dienes, which has precision reactivity at the ortho C-H bond of 2-naphthols, 1-naphthols, and electron-rich phenols. The reaction is accelerated by a diphosphine ligand, does not need any other additive, and features broad substrate scope and good chemo-and regioselectivity. In addition, we have also investigated the asymmetric variant, and the product could be achieved in up to 55% ee.
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Key words
phenols,palladium-catalyzed
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