SYNTHESIS OF COUMARINS AND QUINOLONES BY INTRAMOLECULAR ALDOL CONDENSATION-REACTIONS OF TITANIUM ENEDIOLATES

被引：15

作者：

FURSTNER, A

JUMBAM, DN

SHI, NY

机构：

[1] Max-Planck-Institut für Kohlenforschung, D-45470 Mülheim a.d. Ruhr

来源：

ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES | 1995年 / 50卷 / 03期

关键词：

LOW-VALENT TITANIUM; ENEDIOLATES; COUMARINS; 2-QUINOLONES; ALDOL CONDENSATION;

D O I：

10.1515/znb-1995-0304

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Low-valent titanium prepared by the reduction of TiCl3 with zinc dust oxidatively adds to alpha-ketoamides or alpha-ketoesters with the formation of the corresponding titanium enediolates. These 1,2-difunctional nucleophiles, which have hardly been used in organic synthesis so far, undergo regioselective intramolecular aldol condensation reactions with various electrophiles such as aldehydes, ketones, nitriles, esters and amides. This methodology allows the synthesis of differently substituted coumarin and 2-quinolone derivatives.

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页码：326 / 332

页数：7

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