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 of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen 518055, China

Abstract: A nickel-catalyzed intermolecular arylcyanation of 8-aminoquinolinyl β,γ-unsaturated amides is reported. The three component reaction directly afffforded diverse β-cyano γ-aryl amides with exclusive chemo- and regioselectivity. The synthetic practicality of this approach is further demonstrated through multigram scale reaction, expanded transformations of the nitrile product, 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