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学科主题: 有机化学
题名: Regioselective Syntheses of 2- and 4-Formylpyrido[2,1-b]benzoxazoles
其他题名: 区域选择性合成2-和4-醛基-吡啶并[2,1-b]苯并恶唑
作者: Li KL(李可来) ; Du ZB(杜宗波) ; Guo CC(郭灿城) ; Chen QY(陈庆云)
通讯作者: 郭灿城 ; 陈庆云
刊名: J. Org. Chem.
发表日期: 2009
卷: 74, 期:9, 页:3286-3292
收录类别: SCI
部门归属: 湖南大学; 上海有机所
英文摘要: o-Acetaminophenols (2) reacted with Vilsmeier reagent under Meth-Cohn conditions to yield 2-formylpyrido[2,1-b]benzoxazoles (5) unexpectedly besides the known compounds 2-(benzoxazol-2'-yl)-3-dimethylaminoacroleins (4). Refluxing 4 in acetic anhydride gave 4-formylpyrido[2,1-b]benzoxazoles (6), an isomer of 5. Both 5a and 6a were structurally characterized by X-ray crystallography. A mechanism for the formation of 5 involving sequential chlorination, dimerization, intramolecular elimination of HCl to form the oxazole ring, formylation twice, and regioselective intramolecular nucleophilic cyclization to construct the pyridone ring is proposed.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000265554900006
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/13682
Appears in Collections:中科院有机氟化学重点实验室_期刊论文

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Recommended Citation:
Li KL,Du ZB,Guo CC,et al. Regioselective Syntheses of 2- and 4-Formylpyrido[2,1-b]benzoxazoles[J]. J. Org. Chem.,2009,74(9):3286-3292.
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