Novel nucleophilic substitution reactions of 5-halo-4-sulfur-substituted 5,6-dihydro-2-pyridones

被引:13
作者
Chou, Shang-Shing P. [1 ]
Hsieh, Hsin-I [1 ]
Hung, Chia-Cheng [1 ]
机构
[1] Fu Jen Catholic Univ, Dept Chem, Taipei 242, Taiwan
关键词
2-pyridones; nucleophilic substitution reactions; regioselectivity; aza-Diels-Alder reactions; DIELS-ALDER REACTIONS; SYNTHETIC APPLICATIONS; CYCLO-ADDITIONS; 1,3-DIENES;
D O I
10.1002/jccs.200600119
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The title compounds (3, 8, 9 and 10) were efficiently synthesized, and their substitution reactions with various nucleophiles were carried out. The effects of leaving group, sulfur-substituent, solvent, reaction temperature, and the nature of the nucleophiles on the reactivity and S(N)2/S(N)2' regioselectivity were studied and rationalized with semi-empirical calculations.
引用
收藏
页码:891 / 900
页数:10
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