Ag-Catalyzed Cyanomethylation of Amines Using Nitromethane as a C1 Source

Takuya Takashima, Hamdiye Ece, Taiga Yurino* and Takeshi Ohkuma*

*Division of Applied Chemistry, Faculty of Engineering, Hokkaido University, Sapporo, Hokkaido 060-8628, Japan, Email: tyurinoeng.hokudai.ac.jp, ohkumaeng.hokudai.ac.jp

T. Takashima, H. Ece, T. Yurino, T. Ohkuma, Org. Lett., 2023, 25, 6052-6056.

DOI: 10.1021/acs.orglett.3c02256

---

Abstract

An oxidative cyanomethylation of amines using nitromethane as the methylene source in the presence of Me₃SiCN provides α-amino nitriles without the addition of an external oxidant. A catalytic amount of AgCN and a stoichiometric amount of LiBF₄ cooperatively promoted the transformation. A wide variety of the amines, including both aromatic and aliphatic compounds were converted.

see article for more examples

---

---

Key Words

α-aminonitriles, (amination, cyanation), multicomponent reactions

---

ID: J54-Y2023