Publication: Zur Oxidation von 1,2-Thiazolen: Ein einfacher Zugang zu 1,2-Thiazol-3(2H)-on-1,1-dioxiden
Zur Oxidation von 1,2-Thiazolen: Ein einfacher Zugang zu 1,2-Thiazol-3(2H)-on-1,1-dioxiden
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Schulze, B., Kirsten, G., Kirrbach, S., Rahm, A., & Heimgartner, H. (1991). Zur Oxidation von 1,2-Thiazolen: Ein einfacher Zugang zu 1,2-Thiazol-3(2H)-on-1,1-dioxiden. Helvetica Chimica Acta, 74(5), 1059–1070. https://doi.org/10.1002/hlca.19910740515
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The 1,2-thiazoles obtained from 3-chloroalk-2-enals and ammonium thiocyanate (7 to 9, Scheme 1) are easily transformed to 1,2-thiazol-3(2H)-one 1,1-dioxides 10 on treatment with H202 in AcOH at 80°. Hydrogenation of 10 in AcOH yields the corresponding saturated 1,2-thiazolidin-3-one 1,1-dioxides 16 (Scheme 3). Cycloalka[c]-1,2-thiazoles 18 are prepared from 2-[(thiocyanato)methyliden]cycloalkan-l-ones and ammonia (Scheme 4). Surprisingly, oxidation of 18a with H202 in AcOH yields the tricyclic oxaziridine 19.
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- Schulze, Bärbel
- Kirsten, Gisela
- Kirrbach, Sabine
- Rahm, Annette
- Heimgartner, Heinz
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Schulze, B., Kirsten, G., Kirrbach, S., Rahm, A., & Heimgartner, H. (1991). Zur Oxidation von 1,2-Thiazolen: Ein einfacher Zugang zu 1,2-Thiazol-3(2H)-on-1,1-dioxiden. Helvetica Chimica Acta, 74(5), 1059–1070. https://doi.org/10.1002/hlca.19910740515
