Synthesis of fluorinated 2(3)-arylhydrazones of 1,2,3-tri(1,2,3,4-tetra)carbonyl compounds and their heterocyclization reactions

被引：47

作者：

Burgart, YV ^{[1
]}

Fokin, AS ^{[1
]}

Kuzueva, OG ^{[1
]}

Chupakhin, ON ^{[1
]}

Saloutin, VI ^{[1
]}

机构：

[1] Russian Acad Sci, Urals Div, Inst Organ Synth, Ekaterinburg 620219, Russia

来源：

JOURNAL OF FLUORINE CHEMISTRY | 1998年 / 92卷 / 02期

关键词：

coupling; fluoroalkyl-containing 1,3-diketone; 1,3-keto ester; acyl(aroyl)pyruvate; arylhydrazone; pyrazole; isoxazole; quinoxaline; cinnolone;

D O I：

10.1016/S0022-1139(98)00247-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

New fluorinated 2-arylhydrazones of 1,2,3-triketones, 2-arylhydrazone-1,2,3-diketo esters and 3-arylhydrazone-1,2,3,4-triketo esters have been prepared by the coupling of fluorine-containing 1,3-keto esters, 1,3-diketones, acyl(aroyl)pyruvic esters and their chelates with aryldiazonium chlorides. The arylhydrazones react with hydrazine hydrate, phenylhydrazine, thiosemicarbazide and hydroxylamine to form the corresponding pyrazole and isoxazole derivatives. Interaction of 3-arylhydrazone-1,2,3,4-diketo esters with o-phenylenediamine results in quinoxaline products. Intramolecular cyclization of the arylhydrazones with pentafluorophenyl substituents leads to cinnolone derivatives. (C) 1998 Published by Elsevier Science S.A.

引用

页码：101 / 108

页数：8

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