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Efficient synthesis of 4-oxo-4,5-dihydrothieno[3,2-c]quinoline-2-carboxylic acid derivatives from aniline.
Molecular Diversity ( IF 3.9 ) Pub Date : 2013-09-12 , DOI: 10.1007/s11030-013-9476-4
Arindam Chatterjee 1 , Stephen J Cutler , Ikhlas A Khan , John S Williamson
Affiliation  

The first reported synthesis of potential kinase inhibitors, 4-oxo-4,5-dihydrothieno[3,2-\(c\)]quinoline-2-carboxylic acid derivatives starting from aniline is described. This efficient high yielding sequence was carried out in six steps without any chromatographic purification. A tandem nucleophilic aromatic substitution/cyclization reaction was used as a key step in the sequence. The versatile intermediate 2-carboxylic acid was used as a suitable precursor to access the functionalization of the C-ring, by convergent analog synthesis of several novel derivatives.

中文翻译:

从苯胺有效合成 4-oxo-4,5-dihydrothieno[3,2-c]quinoline-2-羧酸衍生物。

首次报道的潜在激酶抑制剂 4-oxo-4,5-dihydrothieno[3,2- \(c\) ]quinoline-2- 羧酸衍生物的合成是从苯胺开始的。这种高效的高产序列分六个步骤进行,无需任何色谱纯化。串联亲核芳族取代/环化反应被用作该序列中的关键步骤。通过几种新型衍生物的会聚类似物合成,多功能中间体 2-羧酸被用作合适的前体来获得 C 环的功能化。
更新日期:2013-09-12
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