Cycloaddition reactions of 4-sulfur-substituted dihydro-2-pyridones and 2-pyridones with conjugated dienes

被引：30
作者：
Chou, Shang-Shing P. [1 ]
Chen, Pong-Won [1 ]
机构：
[1] Fu Jen Catholic Univ, Dept Chem, Taipei 24205, Taiwan
来源：
TETRAHEDRON | 2008年 / 64卷 / 08期
关键词：
cycloaddition reactions; 2-pyridones; dihydro-2-pyridones; conjugated dienes;
D O I：
10.1016/j.tet.2007.11.090
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Cycloaddition reactions of sulfoxide- and sulfone-substituted dihydro-2-pyridones and 2-pyridones with electron-rich dienes gave new bicyclic and tricyclic products in good to fair yields. The reactivity, regioselectivity, and stereoselectivity of these reactions were compared with semi-empirical theoretical calculations. Evidence is provided for rather unusual two parallel reaction pathways for the cross-Diels-Alder reaction of a sulfone-substituted 2-pyridone with cyclopentadiene. (C) 2007 Elsevier Ltd. All rights reserved.
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收藏
页码：1879 / 1887
页数：9
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