Furyl(aryl)methanes and their derivatives. Part 21: Cinnoline derivatives from 2-aminophenylbisfurylmethanes

被引：27

作者：

Abaev, VT

Gutnov, AV

Butin, AV

Zavodnik, VE

机构：

[1] Kuban State Technol Univ, Krasnodar 350072, Russia

[2] N Ossetian State Univ, Vladikavkaz 362025, Russia

[3] LY Karpov Phys Chem Res Inst, Moscow 103064, Russia

来源：

TETRAHEDRON | 2000年 / 56卷 / 45期

关键词：

diazo compounds; furans; ring transformations; cyclisation; aromatisation; bicyclic heterocyclic compounds; nitrogen heterocycles;

D O I：

10.1016/S0040-4020(00)00780-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(Z)-4-[4-(5-Methyl-2-furyl)-3-cinnolinyl]-3-buten-2-ones and (Z)-1-[4-(5-ethyl-2-furyl)-3-cinnolinyl] -1-penten-3-ones have been obtained from 2-aminoarylbisfurylmethanes under treatment with isoamyl nitrite/trimethylchlorosilane in dry acetonitrile. Intramolecular cyclisation and furan oxidative ring opening follow the formation of an intermediate diazonium salt. X-Ray analysis proved the cis-configuration of the alkene side chain. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：8933 / 8937

页数：5

共 17 条

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