Synthesis of Substituted Pyridazin-3-ones, 1,2-Oxazin-3-ones, and Furopyrimidines from (Arylmethylidene)furan-2(3H)-ones

被引：2

作者：

Anis'kova, T. V. ^{[1
]}

Egorova, A. Yu. ^{[1
]}

机构：

[1] Chernyshevskii Saratov Natl Res State Univ, Inst Chem, Ul Astrakhanskaya 83,Bld 1, Saratov 410012, Russia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 54卷 / 09期

基金：

俄罗斯基础研究基金会;

关键词：

ARYLMETHYLIDENE DERIVATIVES; INHIBITORS; 3H-FURAN-2-ONES; AGENTS;

D O I：

10.1134/S1070428018090208

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reactions of 5-substituted 3-(arylmethylidene)furan-2(3H)-ones with hydrazine hydrate, hydroxylamine, and guanidine involved opening of the furanone ring. Their hydrazinolysis under mild conditions afforded acyclic 4-oxoalkanoic acid hydrazides which underwent heterocyclization to substituted pyridazinones in boiling ethanol. The presence of an alkyl substituent in the 5-position of the initial furanone favored heterocyclization with the formation of pyrazolidinone derivatives. The reactions of 3-(arylmethylidene)furan-2(3H)-ones with hydroxylamine and guanidine also produced new six-membered heterocycles, 2H-1,2-oxazin-3(4H)-ones and 4,6-disubstituted 3,4-dihydrofuro[2,3-d]pyrimidin-2-amines, respectively.

引用

页码：1389 / 1394

页数：6

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