Ligand-Enabled NiII-Catalyzed Hydroxylarylation of Alkenes with Molecular Oxygen

作者：Wang, Dao-Ming; She, Li-Qin; Yuan, Hao; Wu, Yichen; Tang, Yong; Wang, Peng^*

来源：Angewandte Chemie - International Edition, 2023, 62(35): e202304573.

DOI：10.1002/anie.202304573

• Alcohol
• Alkenes
• Hydroxylarylation
• Nickel
• beta-Diketone Ligand

The use of molecular oxygen as the terminal oxidant in transition metal catalyzed oxidative process is an appealing and challenging task in organic synthetic chemistry. Here, we report a Ni-catalyzed hydroxylarylation of unactivated alkenes enabled by a beta-diketone ligand with high efficiency and excellent regioselectivity employing molecular oxygen as the oxidant and hydroxyl source. This reaction features mild conditions, broad substrate scope and incredible heterocycle compatibility, providing a variety of beta-hydroxylamides, gamma-hydroxylamides, beta-aminoalcohols, gamma-aminoalcohols, and 1,3-diols in high yields. The synthetic value of this methodology was demonstrated by the efficient synthesis of two bioactive compounds, (+/-)-3 '-methoxyl citreochlorol and tea catechin metabolites M4.

• 单位
  中国科学院; 1; 中国科学院研究生院