Reaction of pyrrolo[2,1-a]isoquinoline-2,3-diones with carbon-centered nucleophiles

被引：0

作者：

Surikova, O. V. ^{[1
]}

Mikhailovskii, A. G. ^{[1
]}

Polygalova, N. N. ^{[1
]}

Vakhrin, M. I. ^{[1
]}

机构：

[1] Perm State Pharmaceut Acad, Perm 614990, Russia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 44卷 / 06期

关键词：

Malononitrile; Knoevenagel Condensation; Ethyl Cyanoacetate; Sodium Hydrogen Carbonate; Drotaverine;

D O I：

10.1134/S1070428008060110

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Knoevenagel condensations of 5,5-dimethyl-2,3,5,6-tetrahydropyrrolo[2,1-a]isoquinoline-2,3-diones with malononitrile, ethyl cyanoacetate, indan-1,3-dione, and Drotaverine base involved the ketone carbonyl group in the former with formation of deeply colored dark blue substances. The lactam ring in the products can be opened by the action of nitrogen-centered nucleophiles, e.g., p-toluidine. The reaction of 5,5-dimethyl-2,3,5,6-tetrahydropyrrolo[2,1-a]isoquinoline-2,3-dione with methyl magnesium iodide gave 2-hydroxy-2,5,5-trimethyl-2,3,5,6-tetrahydropyrrolo[2,1-a]isoquinolin-3-one.

引用

页码：845 / 848

页数：4

共 11 条

[1] MASLIVETS AN, 2005, 2 3 DIGIDRO 2 3 PIRR, P72
[2] Mikhailovskii AG, 2004, KHIM GETEROTSIKL+, P1357
[3] MIKHAILOVSKII AG, 1990, KHIM GETEROTSIKL+, P808
[4] MIKHAILOVSKY AG, 1994, KHIM GETEROTSIKL+, P946
[5] Mikhailovsky AG, 1997, KHIM GETEROTSIKL+, P291
[6] Polygalova N. N., 2006, CHEM BIOL ACTIVITY S, V1, P402
[7] Polygalova NN, 2005, KHIM GETEROTSIKL+, P1383
[8] SANO T, 1992, CHEM PHARM BULL, P873
[9] SANO T, 1988, J SYNTH ORG CHEM JPN, P49
[10] SHKLIAEV VS, 1987, KHIM GETEROTSIKL+, P963

← 1 2 →