Synthesis and applications of tetrahydro-2-pyridinones via aza-diels-alder reactions of thio-substituted 1,3-dienes with arylsulfonyl isocyanates

被引:0
|
作者
Chou, SSP [1 ]
Hung, CC [1 ]
机构
[1] Fu Jen Catholic Univ, Dept Chem, Taipei 242, Taiwan
来源
SYNTHESIS-STUTTGART | 2001年 / 16期
关键词
tetrahydropyridines; 2-pyridinones; aza-Diets-Alder reactions; thiosubstituted 1,3-dienes; arylsulfonyl isocyanates;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first aza-Diels-Alder reactions of arylsulfonyl isocyanates with thio-substituted 1,3-dienes via the 3-sulfolene precursors I gave the cyclized products 3 with complete control of chemo- and regioselectivity. The cyclized products 3a and 5 underwent further reactions with nucleophiles and bases to give useful heterocyclic compounds. The N-tosyl group of the cyclic products could be selectively replaced by hydrogen or another substituent.
引用
收藏
页码:2450 / 2462
页数:13
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