Rh(III)-Catalyzed N-Arylation of Alkyl Dioxazolones with Arylboronic Acids for the Synthesis of N-Aryl Amides

作者：Song, Jia-Lin; Chen, Shao-Yong; Xiao, Lin; Xie, Xiao-Ling; Zheng, Yi-Chuan; Zhang, Shang-Shi^*; Shu, Bing^*

来源：European Journal of Organic Chemistry, 2022, 2022(34): e202200710.

DOI：10.1002/ejoc.202200710

• Amination
• Alkyl dioxazolones
• Arylboronic acids
• [Cp*RhCl2](2)
• Cross-coupling

Herein, a method for N-aryl amides preparation has been established through Rh(III)-catalyzed C(sp(2))-N cross-coupling reactions of alkyl dioxazolones with arylboronic acids, heterocyclic boronic acid, and alkenyl boronic acid. This efficient and straightforward catalytic approach was featured with broad substrate scope (38 examples), good functional group compatibility, high yields (up to 99 %), and is suitable for late-stage modification of drug molecular structures. The possible mechanism hypothesis was also accomplished.

• 单位
  广东药学院