Regioselectivity in Hetero Diels–Alder Reactions,Journal of Chemical Education

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Regioselectivity in Hetero Diels–Alder Reactions
Journal of Chemical Education ( IF 2.5 ) Pub Date : 2018-11-28 00:00:00 , DOI: 10.1021/acs.jchemed.7b00933
Carla Grosso ₁ , Marta Liber ₂ , Amadeu F. Brigas ₂ , Teresa M. V. D. Pinho e Melo ₁ , Américo Lemos _{1,

2}

Affiliation

Regioselectivity in hetero Diels–Alder reactions can be observed in a simple reaction between a nonsymmetrical heterodiene and an unsymmetrical heterodienophile. A 9 h and easy to implement laboratory experiment is described, in which students can observe the regioselectivity of inverse “electron-demand” hetero Diels–Alder reactions of an azoalkene with furan or 2,3-dihydrofuran acting as dienophile. This experiment combines synthesis, structural analysis (IR spectroscopy and NMR spectroscopy), and dry- and vacuum-flash isolation methods.

中文翻译：

杂Diels-Alder反应中的区域选择性

在不对称杂二烯和不对称杂二烯之间的简单反应中可以观察到杂Diels-Alder反应中的区域选择性。描述了一个9小时且易于实施的实验室实验，在该实验中，学生可以观察偶氮烯烃与呋喃或2,3-二氢呋喃作为亲二烯体的逆“电子需求”杂Diels-Alder反应的区域选择性。该实验结合了合成，结构分析（红外光谱和核磁共振光谱）以及干法和真空闪蒸分离方法。

更新日期：2018-11-28

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