Effective syntheses of quinoline-7,8-diol, 5-amino-L-DOPA, and 3-(7,8-dihydroxyquinolin-5-yl)-L-alanine

被引：13

作者：

Heinrich, MR ^{[1
]}

Steglich, W ^{[1
]}

机构：

[1] Univ Munich, Dept Chem, D-81377 Munich, Germany

来源：

TETRAHEDRON | 2003年 / 59卷 / 46期

关键词：

Baeyer-Villiger reaction; 3-aminocatechols; quinolines; L-DOPA derivatives;

D O I：

10.1016/j.tet.2003.02.004

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A modification of the Baeyer-Villiger reaction allows the conversion of aromatic 2-hydroxy-3-nitroketones and aldehydes into 3-nitrocatechols, which can be reduced to 3-aminocatechols. Reaction of the latter with acrolein yields quinoline-7,8-diols under exceptionally mild conditions. This new reaction sequence was successfully applied to the synthesis of the title compounds. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：9231 / 9237

页数：7

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