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

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 2006年 / 54卷 / 03期

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

页码：334 / 337

页数：4

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