Unexpected Formation of Benzothiazoles in the Synthesis of New Heterocycles: Benzo-1,2,4-dithiazines
| Authors | |
|---|---|
| Year of publication | 2008 |
| Type | Article in Periodical |
| Magazine / Source | Synthesis |
| MU Faculty or unit | |
| Citation | |
| Field | Organic chemistry |
| Keywords | benzodithiazines; benzothiazoles; cyclizations; heterocycles; sulfur |
| Description | The synthesis of benzo-1,2,4-dithiazines was investigated presuming a reversible sulfur-sulfur bond formation. 2-Aminothiophenol, when allowed to react with isothiocyanates, provided benzothiazoles. 2,2'-Diaminodiphenyl disulfide underwent cyclizations very readily without any reducing agent to give, according to the reaction conditions, benzothiazoles or benzo-1,2,4-dithiazines. The developed proceduře offers a simple and convenient way to prepare the title compounds in very good to excellent yields. Until now, benzo-1,2,4-dithiazines as well as 2,2'-diaminodiphenyl disulfides bearing aminocarbonothioyl groups were unknown. |
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