Synthesis of a-chlorolactams by cyanoborohydride-mediated radical cyclization of trichloroacetamides
A cyanoborohydride-promoted radical cyclization methodology has been developed to access α-chlorolactams in a simple and efficient way, using NaBH3CN and trichloroacetamides easily available from allylic and homoallylic secondary amines. This methodology allowed the synthesis of a library of αchloro...
| Autores: | , , , |
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| Tipo de recurso: | artículo |
| Estado: | Versión aceptada para publicación |
| Fecha de publicación: | 2018 |
| País: | España |
| Institución: | Universidad de Barcelona |
| Repositorio: | Dipòsit Digital de la UB |
| OAI Identifier: | oai:diposit.ub.edu:2445/128198 |
| Acceso en línea: | https://hdl.handle.net/2445/128198 |
| Access Level: | acceso abierto |
| Palabra clave: | Lactames Herbicides Radicals (Química) Síntesi orgànica Lactams Radicals (Chemistry) Organic synthesis |
| Sumario: | A cyanoborohydride-promoted radical cyclization methodology has been developed to access α-chlorolactams in a simple and efficient way, using NaBH3CN and trichloroacetamides easily available from allylic and homoallylic secondary amines. This methodology allowed the synthesis of a library of αchlorolactams (mono and bicyclic), which were tested for herbicidal activity, trans-3-chloro-4-methyl-1-(3-trifluoromethyl)phenyl-2-pyrrolidinone being the most active. |
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