Synthesis of 4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid ethyl ester and its isomer 1-oxo-2,9-dihydro-1H-β-carboline-4-carboxylic acid ethyl ester

被引：23

作者：

Bergman, J

Rehn, S

机构：

[1] Karolinska Inst, Dept Biosci, Unit Organ Chem, SE-14157 Huddinge, Sweden

[2] Sodertorn Univ Coll, SE-14157 Huddinge, Sweden

来源：

TETRAHEDRON | 2002年 / 58卷 / 45期

关键词：

pyrroloquinolone; TosMIC; beta-carboline; tosylimine;

D O I：

10.1016/S0040-4020(02)01197-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

4-Oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid ethyl ester was obtained when TosMIC was reacted with 3-methylene-oxindole acetic acid ethyl ester. An alternative synthesis to this pyrroloquinolone was performed via a reduction of a 2,3,4-trisubstituted pyrrole obtained in turn by treatment of a vinyl sulfone with ethyl isocyanoacetate under basic conditions. A beta-carboline, isomeric with the pyrroloquinolone, was synthesised utilizing a tosylimine. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：9179 / 9185

页数：7

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