THE PSEUDO-INTRAMOLECULAR PROCESS : A NOVEL SYNTHETIC METHOD FOR FUNCTIONALIZED HETEROCYCLIC COMPOUNDS

THE PSEUDO-INTRAMOLECULAR PROCESS : A NOVEL SYNTHETIC METHOD FOR FUNCTIONALIZED HETEROCYCLIC COMPOUNDS
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DOI:
10.3987/rev-13-765
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发表时间:
2013-05
期刊:
Heterocycles : an international journal for reviews and communications in heterocyclic chemistry
影响因子:
--
通讯作者:
N. Nishiwaki
N. Nishiwaki
中科院分区:
其他
文献类型:
--
作者:
N. Nishiwaki

文献摘要

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已经开发出伪分子内过程。具有酸性氢和官能团的化合物在本方法中用作底物,并在添加胺后立即形成铵盐。当胺在温和的平衡条件下释放时,亲核胺和亲电底物两者接近并在温和的反应条件下有效地反应。尽管该反应实际上涉及分子间过程,但它的进行就像分子内过程一样。因此,该方法形成了一种合成多官能化化合物的新方法,而通过其他方法不易获得这些化合物。
A pseudo-intramolecular process has been developed. Compounds having both an acidic hydrogen and a functionality serve as substrates in the present method, and immediately form an ammonium salt after the addition of an amine. When the amine is liberated under mild equilibrium conditions, both the nucleophilic amine and the electrophilic substrate are in proximity and efficiently react under mild reaction conditions. Although the reaction actually concerns an intermolecular process, it proceeds as if it were an intramolecular process. Thus, this method forms a novel procedure for synthesizing polyfunctionalized compounds that are not easily available via alternative methods.