Mitscher L A, Gracey H E, Clark G W, Suzuki T
J Med Chem. 1978 May;21(5):485-9. doi: 10.1021/jm00203a018.
A flexible reaction sequence has been developed which starts with readily available anthranilic acids or isatoic anhydrides and leads regiospecifically to 1-alkyl-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids after reaction with 1,3-dicarbonyl compounds. The sequence is superior to earlier published methods by allowing electron-releasing and -withdrawing groups in any position on the aro;atic ring, by allowing convenient substitution at C2, and better overall yield. A number of new and known antimicrobial agents were prepared and tested in vitro, demonstrating, inter alia, that substitution of the H at C2 abolished antibacterial activity.
已经开发出一种灵活的反应序列，该序列从容易获得的邻氨基苯甲酸或异吲哚酮酸酐开始，与1,3-二羰基化合物反应后区域特异性地生成1-烷基-1,4-二氢-4-氧代-3-喹啉羧酸。该序列优于先前发表的方法，因为它允许芳环上任何位置有供电子和吸电子基团，允许在C2处方便地进行取代，并且总收率更高。制备了许多新的和已知的抗菌剂并进行了体外测试，尤其表明C2处的氢被取代会消除抗菌活性。
