Nickel-Catalyzed Chemo- and Regioselective Arylcyanation of β,γ- Unsaturated Amides

Jinghui Hu,^†Qiang Du,^†Yao Zhao,^†Fei Zhang,^†Rizhi Chen,^‡Jianrong Steve Zhou,^§and Xiaojin Wu^†*

^†Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China

^‡State Key Laboratory of Materials-Oriented Chemical Engineering, Nanjing Tech University, Nanjing 211816, China

^§State Key Laboratory of Chemical Oncogenomics, Guangdong Provincial Key Laboratory ofChemical Genomics, School of Chemical Biology and Biotechnology,Peking University Shenzhen Graduate School, Shenzhen 518055,China

Abstract:A nickel-catalyzed intermolecular arylcyanation of8-aminoquinolinyl β,γ-unsaturated amides is reported. The threecomponent reaction directly afffforded diverse β-cyano γ-aryl amideswith exclusive chemo- and regioselectivity. The synthetic practicality of this approach is further demonstrated throughmultigram scale reaction, expanded transformations of the nitrileproduct, late-stage modifification of complex molecules, and direct drug synthesis.

Org. Lett.2022, 24, 4328−4332.DOI:10.1021/acs.orglett.2c01360. (Impact factor: 6.072,)

论文链接:https://doi.org/10.1021/acs.orglett.2c01360