5-(4-PYRIDYL)-1,3-DIOXAN-4,6-DIONES - PREPARATION AND REACTIONS WITH O-NUCLEOPHILES, N-NUCLEOPHILES AND C-NUCLEOPHILES

被引:0
|
作者
HENNING, HG
STEMPLINGER, G
ROTHE, K
机构
来源
LIEBIGS ANNALEN DER CHEMIE | 1992年 / 08期
关键词
PYRIDINES; (4-PYRIDYL)ACETYL BUILDING UNITS;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The reaction between alkyl chloroformates, pyridine and 1,3-dioxane-4,6-diones 5-[1-alkoxycarbonyl-4(1H)-pyridylidene]-1,3-dioxane-4,6-diones 3 via the dihydro intermediates 2. The compounds 3 transfer the alkoxycarbonyl group readily to O-, N- and C-nucleophiles. Hydrolysis of 3a-e affords 2,2-dimethyl-5-(4-pyridyl)-1,3-dioxane-4,6-dione (4a), which in solution exists in the NH tautomeric form. Nucleophilic reagents attack 4a at one of the carbonyl groups to yieLd derivatives of (4-pyridyl)acetic acid. These reactions admit a convenient access to a number of 4-pyridyl-substituted heterocycles.
引用
收藏
页码:813 / 816
页数:4
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