Tetrahedron

An efficient method for the synthesis of 1-chlorophenazines based on the selective cathodic reduction of 3, 3, 6, 6-tetrachloro-1, 2-cyclohexanedione

A Guirado, A Cerezo, R Andreu, JIL Sánchez…

Index: Guirado, Antonio; Cerezo, Alfredo; Andreu, Raquel; Lopez Sanchez, Jose I.; Bautista, Delia Tetrahedron, 2004 , vol. 60, # 32 p. 6747 - 6755

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Citation Number: 9

Abstract

An efficient method for the synthesis of 1-chlorophenazines has been established. It is based on the use of 3, 6, 6-trichloro-2-hydroxy-2-cyclohexen-1-one as a synthetic equivalent of 3-chloro-1, 2-benzoquinone. The intermediate was prepared in near quantitative yield by electroreductive monodechlorination of 3, 3, 6, 6-tetrachloro-1, 2-cyclohexanedione, which is an inexpensive and easily available starting material. Efficient reactions of with primary ...