New polycyclic diamine scaffolds from dimerization of 3-alkyl-1,4-dihydropyridines in acidic medium.
New polycyclic diamine scaffolds from dimerization of 3-alkyl-1,4-dihydropyridines in acidic medium.
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来自 3-烷基-1,4-二氢吡啶在酸性介质中二聚的新多环二胺支架。
DOI：
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发表时间：
2005
影响因子：
3.6
通讯作者：
C. Marazano
中科院分区：
文献类型：
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作者：
Karine Jakubowicz;Y.;A. Chiaroni;M. Bénéchie;C. Marazano
[反应：3-烷基-1，4-二氢吡啶在酸性介质中低温下二聚生成多环亚胺盐衍生物，将其还原得到新的多环二胺支架。该反应可以从R-（+）-或S-（-）-1-苯乙胺开始扩展到对映体纯系列。多环亚胺盐中间体在20 ℃下长时间暴露于空气水分导致形成新的酰胺衍生物。这可能是由于加入水后发生了分子内氧化还原过程。
[reaction: see text] 3-Alkyl-1,4-dihydropyridines dimerize in acidic medium, at low temperature, to give polycyclic imminium salts derivatives that were reduced to afford new polycyclic diamine scaffolds. The reaction can be extended to enantiopure series starting from R-(+)- or S-(-)-1-phenylethylamine. Long exposure of the polycyclic imminium salt intermediates to air moisture at 20 degrees C resulted in formation of new amide derivatives. This is probably due to the addition of water followed by an intramolecular oxido-reduction process.