Zur Oxidation von 1, 2??Thiazolen: Ein einfacher Zugang zu 1, 2??Thiazol??3 (2H)??on??1, 1??dioxiden

B Schulze, G Kirsten, S Kirrbach, A Rahm…

Index: Schulze, Baerbel; Kirsten, Gisela; Kirrbach, Sabine; Rahm, Anette; Heimgartner, Heinz Helvetica Chimica Acta, 1991 , vol. 74, # 5 p. 1059 - 1070

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Citation Number: 29

Abstract

The 1, 2-thiazoles obtained from 3-chloroalk-2-enals and ammonium thiocyanate (7+ 9, Scheme I) are easily transformed to 1, 2-thiazol-3 (2H)-one 1, l-dioxides 10 on treatment with H202 in AcOH at 80. Hydrogenation of 10 in AcOH yields the corresponding saturated I, 2- thiazolidin-3-one 1, I-dioxides 16 (Scheme 3). Cycloalka [c]-l, 2-thiazoles 18 are prepared from 2-[(thiocyanato) methyliden] cycloalkan-l-ones and ammonia (Scheme 4). ...