Synthese von (Methylthio) penam??Derivaten durch Keten??Addition an 4, 5??Dihydro??5??(methylthio)??1, 3??thiazole
…, R Prewo, JH Bieri, H Heimgartner
Index: Jenny, Christjohannes; Heimgartner, Heinz Helvetica Chimica Acta, 1986 , vol. 69, p. 374 - 388
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Citation Number: 4
Abstract
The 4, 5-dihydro-5-(methyIthio)-2-phenyl-1, 3-thiazoles 3a and 3b, easily prepared from the corresponding 1, 3-thiazol-5 (4H)-thiones and MeLi, react with dichloroacetyl chloride (5a) and acidoacetyl chloride (5b) in the presence of Et, N to give (methy1thio) penam derivatives 6 (Table 1). The reaction mechanism is either a [2+ 21 cycloaddition of in situ generated ketene or a two-step reaction (Scheme 2). The structure of 6f has been confirmed by X-ray ...
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