Cycloaddition of Aroyl Isothiocyanate: A Novel Synthesis of Triazine, Oxazine, Pyrimidine, and Pyridine Derivatives

被引：8

作者：

Assy, Mohamed G. ^{[1
]}

El-Sayed, Hassan A. ^{[1
]}

Ouf, Nabil H. ^{[1
]}

Hamza, Ahmed ^{[1
,2
]}

Morsy, Hesham A. ^{[3
]}

机构：

[1] Zagazig Univ, Fac Sci, Chem Dept, Zagazig 44519, Egypt

[2] Al Furar Al Awsat Tech Univ, Fac Sci, Dept Chem, Kufa, Iraq

[3] Higher Inst Engn & Modern Technol, Elmarg Cairp, Iraq

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2019年 / 56卷 / 10期

关键词：

INHIBITORS; ANALOGS; ACID;

D O I：

10.1002/jhet.3690

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and direct synthetic methodology for a novel series of azines and their annulated systems was performed. Heterocyclization of acyl isothiocyanate 2 with urea or malononitrile gave s-triazine 4 and 1,3-oxazine 7 derivatives, respectively. The reaction of heteroallene 1 with acetylacetone tolerated 2-thioxopyridine derivative 9. The latter compound underwent heterocyclization with urea, hydrazine hydrate, or phenyl hydrazine to give the annulated pyridines 10-12. Pyrimidinethione 14 was resulted from reaction of acylisothiocyanate with enamine 13. Condensation of compound 14 with hydrazine hydrate, phenyl hydrazine, urea, and 3-nitrobenzaldehyde in the presence of ethyl cyanoacetate or sodium hydroxide afforded 15-20, respectively.

引用

页码：2954 / 2959

页数：6

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