Facile synthesis of 4-phenylquinolin-2(1H)-one derivatives from N-acyl-o-aminobenzophenones
作者:Kwanghee Koh Park、Jin Joo Lee
DOI:10.1016/j.tet.2004.02.001
日期:2004.3
An efficient synthesis of 4-phenylquinolin-2(1H)-one derivatives has been achieved in a one-pot reaction from N-acyl-o-aminobenzophenones 1a-c (a: acyl=acetyl; b: acyl=propanoyl; c: acyl=heptanoyl) using NaH as a base. Treatment of 1 with NaH provided the quinolones 2a-c with 62–83% yields, whereas the reaction in the presence of alkyl iodide (alkyl=methyl, ethyl, n-octyl) gave the corresponding N-alkylated
4-苯基喹啉-2(1的有效合成ħ) -酮衍生物已经在从一个单釜反应已经实现Ñ -acyl- ö -aminobenzophenones 1A - Ç(一个:酰基=乙酰基; b:酰基=丙酰基; C ^:酰基=庚酰基),以NaH为碱。用NaH处理1可获得的喹诺酮类化合物2a - c的产率为62-83%,而在存在烷基碘(烷基=甲基,乙基,正辛基)的情况下的反应可得到相应的N-烷基化喹诺酮类化合物3a - g产率为75–95%。4-苯基喹啉-2(1 H)-1 2a与烷基卤的烷基化反应得到N-烷基化和O-烷基化产物的混合物。N-烷基化的和O-烷基化的化合物与2a - c的IR和NMR数据的比较表明2a - c以内酰胺形式存在。