Publication: Reaktion von Phenyldiazomethan mit 1,3-Thiazol-5(4H)-thionen: Basenkatalysierte Ring-Öffnung des Primäradduktes
Reaktion von Phenyldiazomethan mit 1,3-Thiazol-5(4H)-thionen: Basenkatalysierte Ring-Öffnung des Primäradduktes
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Petit, M., Linden, A., Mlostoń, G., & Heimgartner, H. (1994). Reaktion von Phenyldiazomethan mit 1,3-Thiazol-5(4H)-thionen: Basenkatalysierte Ring-Öffnung des Primäradduktes. Helvetica Chimica Acta, 77(4), 1076–1086. https://doi.org/10.1002/hlca.19940770421
Abstract
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Abstract
Reaction of Phenyldiazomethane with 1,3-Thiazole-5(4H)-thiones: Base-Catalyzed Ring Opening of the Primary Adduct Reaction of 1,3-thiazole-5(4H)-thiones 1 and phenyldiazomethane (2a) in toluene at room temperature yields the thiiranes trans- and cis-1,4-dithia-6-azaspiro[2.4]hept-5-enes (trans- and cis-4; Scheme 2). With Ph3P in THF at 70°, these thiiranes are transformed stereospecifically into (E)- and (Z)-5-benzylidene-4,5-dihydro-1,3-thiazoles 5, respectively. In the presence of DBU, 1 and 2a react to give 1,3,4-thiadiazole deriva
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- Petit, Mireille
- Mlostoń, Grzegorz
- Heimgartner, Heinz
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Petit, M., Linden, A., Mlostoń, G., & Heimgartner, H. (1994). Reaktion von Phenyldiazomethan mit 1,3-Thiazol-5(4H)-thionen: Basenkatalysierte Ring-Öffnung des Primäradduktes. Helvetica Chimica Acta, 77(4), 1076–1086. https://doi.org/10.1002/hlca.19940770421
