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

Yu Hui | Zendy; Jiao Mingdong | Zendy; Huang Ruohe | Zendy; Fang Xiaowei | Zendy

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

Author(s) -

Yu Hui,

Jiao Mingdong,

Huang Ruohe,

Fang Xiaowei

Publication year - 2019

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201801021

Subject(s) - chemistry , electrochemistry , intramolecular force , anode , thio , cathode , combinatorial chemistry , medicinal chemistry , degradation (telecommunications) , stereochemistry , electrode , telecommunications , computer science

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.

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