Electrochemical Intramolecular Dehydrogenative Coupling of <i>N</i>‐Benzyl(thio)amides: A Direct and Facile Synthesis of 4<i>H</i>‐1,3‐Benzoxazines and 4<i>H</i>‐1,3‐Benzothiazines

Hui Yu, Mingdong Jiao, Ruohe Huang, Xiaowei Fang

European Journal of Organic Chemistry · 2018 · 13 citations · 73 references

Concepts

Abstract

The electrochemical dehydrogenative cyclization of N ‐benzylamides was investigated with a Pt plate anode and graphite rod cathode in an undivided cell at room temperature. The oxidative degradation of the products was suppressed successfully and 4 H ‐1,3‐benzoxazines were obtained regardless of the substituents at the benzylic position. This method also allowed for the preparation of 4 H ‐1,3‐benzothiazines.

References

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