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KMID : 0617219980090010015
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Duksung Bulletin Phamaceutical Sciences
1998 Volume.9 No. 1 p.15 ~ p.21
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Asymmetric Dimerization of N-Substituted 1,2-Benzothiazines in the Presence of Silver(Ⅰ) Oxide
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Abstract
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Asymmetric dimer of N-substituted 1,2-benzothiazines were obtained from oxidative dimerization in the presence of silver(I) oxide. Optimal reaction was sucessfully proceeded through stirring of distilled acetone using 100mol％ of silver(I) oxide at room temperature for 40 h. Totomerization of 4-hydroxy moiety took place during the first course of dimerization, which followed 3-hydroxy of 1,2-benzothiazine through oxidative radical reaction between carbon-hydrogen bond with silver(I) oxide. Nucleophillic attack of another oxygen nucleophile molecules gave to dimer 6a-g with dehydration A mechanism for the dimerization have been proposed.
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