Photochemical cyclization of thioformanilides by chloranil: An approach to 2-substituted benzothiazoles
2-Substituted benzothiazoles were efficiently synthesized by radical cyclization of thioformanilides induced by chloranil under irradiation in 1,2-dichloroethane and toluene at 80 °C. Hydrogen atom abstraction from thiobenzamide by triplet chloranil was the key step of the mechanism, as confirmed by...
| Autores: | , , , |
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| Tipo de recurso: | artículo |
| Estado: | Versión publicada |
| Fecha de publicación: | 2009 |
| País: | Argentina |
| Institución: | Consejo Nacional de Investigaciones Científicas y Técnicas |
| Repositorio: | CONICET Digital (CONICET) |
| Idioma: | inglés |
| OAI Identifier: | oai:ri.conicet.gov.ar:11336/72538 |
| Acceso en línea: | http://hdl.handle.net/11336/72538 |
| Access Level: | acceso abierto |
| Palabra clave: | Photochemistry Benzothiazoles Chloranil Laser Flash Photolysis https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
| Sumario: | 2-Substituted benzothiazoles were efficiently synthesized by radical cyclization of thioformanilides induced by chloranil under irradiation in 1,2-dichloroethane and toluene at 80 °C. Hydrogen atom abstraction from thiobenzamide by triplet chloranil was the key step of the mechanism, as confirmed by LFP experiments. The methodology developed is simple and afforded the easily isolated products from moderate to good yield. © 2009 Elsevier Ltd. All rights reserved. |
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