Methodology for regioselective synthesis of substituted pyridines via intramolecular oximino malonate hetero Diels-Alder reactions

被引:17
作者
Bland, DC [1 ]
Raudenbush, BC [1 ]
Weinreb, SN [1 ]
机构
[1] Penn State Univ, Dept Chem, University Pk, PA 16802 USA
关键词
D O I
10.1021/ol006575i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Various substituted pyridines can be prepared regioselectively by a sequence involving an intramolecular thermal or high pressure Diels-Alder cycloaddition of an oximino malonate dienophile tethered to a dienic carboxylic acid, followed by mild aromatization of the resulting cycloadduct with cesium carbonate in DMF at room temperature.
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页码:4007 / 4009
页数:3
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