Conversion of<i>N</i>-arylglycolohydroxamic acids to 1,2,3-oxathiazolidin-4-one 2,2-dioxides
作者:Detlef Geffken、Sabine Geisel
DOI:10.1002/jhet.5570310631
日期:1994.11
N-Arylglycolohydroxamic acids 1A are converted by in situ prepared 2,2′-dipyridyl sulfite to 1,2,3-oxathiazolidin-4-one 2,2-dioxides 5, the formation of which can be rationalized via a radical pair mechanism. The alkylating potential of the heterocyclic system 5 is demonstrated by the alkaline ethanolysis giving rise to the open chained 2-ethoxypropionanilide 6.
通过原位制备的2,2'-二吡啶基亚硫酸盐将N-芳基糖羟基异羟肟酸1A转化为1,2,3-氧杂噻唑烷-4--4-2,2-二氧化物5,其形成可以通过自由基对机理进行合理化。杂环系统5的烷基化潜力通过碱性乙醇解反应得到证明,所述碱性乙醇解反应产生了开链的2-乙氧基丙酰苯胺6。