Cyclization of 1-benzyl-1,2-dihydro-2-(substituted methylene)quinolines to pyrrolo[1,2-a]quinoline derivatives

被引:11
作者
Fujita, R [1 ]
Hoshino, M [1 ]
Tomisawa, H [1 ]
机构
[1] Tohoku Pharmaceut Univ, Aoba Ku, Sendai, Miyagi 9818558, Japan
关键词
1-benzyl-2(1H)-thioquinolone; dimethyl malonate; cyclization; pyrrolo[1,2-a]quinoline; 2-methylthioquinolinium iodide;
D O I
10.1248/cpb.54.334
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
1-Alkyl-2-alkylthioquinolinium salts were prepared from 1-alkyl-2(1H)-quinolones via 1-alkyl-2(1H)-thioquinolones in two steps. Under mild conditions, the reaction of 1-alkyl-2-alkylthioquinolinium iodides with active methylene compounds in the presence of sodium hydride afforded 1-alkyl-1,2-dihydro-2-(substituted methylene)quinolines in good yields. The cyclization of 1-benzylquinolines using acetic anhydride produced the corresponding pyrrolo[1,2-a]quinoline derivatives.
引用
收藏
页码:334 / 337
页数:4
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