Department of Medicinal Chemistry, School of Pharmacy, University of Mississippi, Mississippi, MS, 38677, USA.
Mol Divers. 2014 Feb;18(1):51-9. doi: 10.1007/s11030-013-9476-4. Epub 2013 Sep 12.
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.
首次报道了以苯胺为起始原料合成潜在激酶抑制剂 4-氧代-4,5-二氢噻吩并[3,2-c]喹啉-2-羧酸衍生物的方法。该高效高产序列共包含六步反应，无需任何色谱纯化。在该序列中，串联亲核芳香取代/环化反应被用作关键步骤。多功能中间体 2-羧酸可用作合适的前体，通过几种新型衍生物的收敛性类似物合成，实现 C 环的功能化。
