Synthesis of furanophane derivatives through [8+2]-cycloaddition of dienylisobenzofurans and alkynes

被引:33
作者
Luo, YM
Herndon, JW
Cervantes-Lee, F
机构
[1] New Mexico State Univ, Dept Chem & Biochem, Las Cruces, NM 88003 USA
[2] Univ Texas, Dept Chem, El Paso, TX 79968 USA
关键词
D O I
10.1021/ja037500n
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The coupling of various dienylisobenzofurans with dimethyl acetylenedicarboxylate (DMAD) has been examined. In most cases, this reaction proceeds via [8+2]-cycloaddition to afford furan-bridged decatetraene ring systems. The major competing reaction pathway is [4+2]-cycloaddition between DMAD and the isobenzofuran nucleus. Isobenzofuran intermediates were generated using either a chromium carbene-based method or an acid-catalyzed method. Copyright © 2003 American Chemical Society.
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收藏
页码:12720 / 12721
页数:2
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