An expeditious and green synthesis of new enaminones and study their chemical reactivity toward some different amines and binucleophiles under environmentally friendly conditions

被引：8

作者：

Al-Zaydi, Khadijah M. ^{[1
]}

Mekheimer, Ramadan A. ^{[1
,2
]}

Mousally, Sameera M. ^{[1
]}

Borik, Rita M. ^{[1
]}

Elnagdi, Mohamed H. ^{[3
]}

机构：

[1] King Abdulaziz Univ, Fac Sci Girls, Dept Chem, POB 50918, Jeddah 21533, Saudi Arabia

[2] Menia Univ, Fac Sci, Dept Chem, El Minia 61519, Egypt

[3] Kuwait Univ, Fac Sci, Dept Chem, POB 5969, Safat 13060, Kuwait

来源：

ARABIAN JOURNAL OF CHEMISTRY | 2017年 / 10卷

关键词：

Green synthesis; Enaminones; Ultrasound irradiations; Ionic liquids; Nucleophilic substitution; Binucleophiles; SOLAR THERMOCHEMICAL REACTIONS; INDOLE-DERIVATIVES; ANTIINFLAMMATORY ACTIVITY; ANTITUMOR-ACTIVITY; THERMAL-ENERGY; AGENTS; CYANOACETYLATION; ANTIFUNGAL; PYRIDINES; PYRROLES;

D O I：

10.1016/j.arabjc.2013.10.013

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The condensation reaction of 3-heteroaromatic-3-oxopropanenitriles 3, 4 and 7 with dimethylformamide-dimethylacetal (DMF-DMA) gave the corresponding enaminones 8, 9 and 10, respectively. Nucleophilic substitution of 8 and 9 with different amines resulted in a new derivatives of enaminones 11-18. The reactivity of enaminones 8 and 9 toward some nitrogen nucleo-philes was investigated with a view to synthesize new heterocyclic systems. Thus, treatment of compounds 8 and 9 with phenylhydrazine afforded the pyrazole derivatives 19 and 20, respectively. On the other hand, reacting 8 and 9 with guanidine gave the pyrimidines 21 and 22, respectively. Treatment of compound 9 with hydroxylamine hydrochloride afforded the aminoisoxazoles 23. The foregoing reactions were carried out with conventional heating and under green conditions [ultrasound (US) irradiations or ionic liquids (ILs)] and a comparative study was employed. All the new structures are fully characterized. (C) 2013 King Saud University. Production and hosting by Elsevier B.V.

引用

页码：S2697 / S2704

页数：8

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