A Multicomponent Coupling Sequence for Direct Access to Substituted Quinolines

A Multicomponent Coupling Sequence for Direct Access to Substituted Quinolines
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DOI:
10.1021/ol901855b
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发表时间:
2009-10-15
期刊:
影响因子:
5.2
通讯作者:
Odom, Aaron L.
Odom, Aaron L.
中科院分区:
化学1区
文献类型:
--
作者:
Majumder, Supriyo;Gipson, Kevin R.;Odom, Aaron L.

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钛催化的三组分偶联反应可用于产生N-芳基-1,3-二亚胺的互变异构体。用乙酸简单处理这些产物导致在一锅法中环化形成喹啉衍生物。所用的伯胺可以是取代的苯胺、氨基萘或甚至杂环胺,其导致多种稠环杂环框架。对于本研究中提出的18个实施例,一锅法产率在25-71%之间变化。
A titanium-catalyzed three-component coupling reaction can be used to generate tautomers of N-aryl-1,3-diimines. Simple treatment of these products with acetic acid leads to cyclization forming quinoline derivatives in a one-pot procedure. The primary amines employed can be substituted anilines, aminonaphthalenes, or even heterocyclic amines, which leads to a variety of fused-ring heterocyclic frameworks. The one-pot yields varied from 25-71% for the 18 examples presented in this study.