Copper‐Catalyzed Domino Reactions for the Synthesis of Phenothiazines | Zendy

Huang Manna | Zendy; Huang Dongting | Zendy; Zhu Xinhai | Zendy; Wan Yiqian | Zendy

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Copper‐Catalyzed Domino Reactions for the Synthesis of Phenothiazines

Author(s) -

Huang Manna,

Huang Dongting,

Zhu Xinhai,

Wan Yiqian

Publication year - 2015

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.201500667

Subject(s) - chemistry , domino , catalysis , copper , aryl , combinatorial chemistry , ligand (biochemistry) , coupling reaction , organic chemistry , biochemistry , alkyl , receptor

A method for the one‐pot synthesis of phenothiazines from benzothiazoles and aryl ortho ‐dihalides was explored. Preliminary work on the mechanism of the reaction suggested that it follows a domino process, including the hydrolysis of benzothiazoles followed by C–S coupling and C–N coupling. The low loading of the catalyst system (5 mol‐% for both copper and ligand), the mild experimental conditions (90 °C, 12 h), and the use of a green reaction medium make this synthesis very attractive to academia and industry.

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