Tetrahedron Letters

6H-thiazines-1, 3 substituees en position 2 par un groupement labile, electrophiles ambidents

C Tea-Gokou, JP Pradère, J Villieras

Index: Tea-Gokou, C.; Pradere, J. P.; Villieras, J.; Quiniou, H. Tetrahedron Letters, 1983 , vol. 24, # 35 p. 3713 - 3716

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Citation Number: 5

Abstract

Abstract Substitution by H 2 O in the presence of HCl and by NH (CH 3) 2 occurs at position 2 of 5-acetyl-2-benzylthio-6H-1, 3-thiazine without ring opening (in the first step for the amine). Substitution by the softer anion derived from diethylmalonate (and most likely HS−) occurs at position 6 with ring-opening. Subsequent cyclisations give the corresponding thiocarbonyl compounds. All these reactions are accompanied by elimination of the labile ...