Electrooxidative cyclization of benzylideneaminothiophenols to the corresponding 2-arylbenzothiazoles

被引：39

作者：

Okimoto, Mitsuhiro ^{[1
]}

Yoshida, Takashi ^{[1
]}

Hoshi, Masayuki ^{[1
]}

Hattori, Kazuyuki ^{[1
]}

Komata, Masashi ^{[1
]}

Tomozawa, Kenta ^{[1
]}

Chiba, Tomohito ^{[1
]}

机构：

[1] Kitami Inst Technol, Dept Appl & Environm Chem, Kitami, Hokkaido 0908507, Japan

来源：

HETEROCYCLES | 2008年 / 75卷 / 01期

关键词：

D O I：

10.3987/COM-07-11195

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Several benzylideneaminothiophenols were electrochemically oxidized in methanol containing sodium acetate as the supporting electrolyte, to afford the corresponding 2-arylbenzothiazols. The reaction proceeded via intramolecular cyclization involving the formation of a new bond between the benzylic carbon of the substrate and the sulfur of the thiol group. Based on the yields, room temperature and the use of two equivalents of sodium acetate relative to the substrate as the supporting electrolyte were found to be the optimal reaction conditions. The electrooxidation presumably involves a two-electron oxidation process.

引用

页码：35 / 42

页数：8

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