One‐pot, three‐component synthesis of polyfunctionalized benzo[h]pyrazolo[3,4‐b][1,6]naphthyridine and benzo[g]pyrazolo[3,4‐b]quinoline derivatives in the presence of silver nanoparticles (AgNPs),Journal of Heterocyclic Chemistry

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One‐pot, three‐component synthesis of polyfunctionalized benzo[h]pyrazolo[3,4‐b][1,6]naphthyridine and benzo[g]pyrazolo[3,4‐b]quinoline derivatives in the presence of silver nanoparticles (AgNPs)
Journal of Heterocyclic Chemistry ( IF 2.0 ) Pub Date : 2020-07-24 , DOI: 10.1002/jhet.4105
Jabbar Khalafy ₁ , Fatemeh Majidi Arlan ₁ , Ahmad Poursattar Marjani ₁ , Vahid Sarchami ₁

Affiliation

An efficient and straightforward protocol for one‐pot, three‐component reaction of aryl glyoxal monohydrates 1a‐h, 5‐amino‐1‐aryl‐3‐methylpyrazoles 2a,b and 4‐hydroxyquinoline‐2(1H)‐one (3) or 2‐hydroxy‐1,4‐naphthoquinone (4) using silver nanoparticles (AgNPs) as a high performance nanocatalyst in H₂O/EtOH at 60°C afforded the corresponding polyfunctionalized benzo[h]pyrazolo[3,4‐b][1,6]naphthyridines 5a‐h and benzo[g]pyrazolo[3,4‐b]quinolines 6a‐i, respectively. Excellent catalytic activity, high yields, employing green media and green nanocatalyst, cost‐effective and simple procedure are some notable advantages of using AgNPs as a noble metal nanocatalyst in this synthetic strategy. The structures of fused heterocycles were confirmed by their Fourier transform infrared, proton nuclear magnetic resonance (¹H‐NMR), and ¹³C‐NMR spectral data and microanalysis.

中文翻译：

在银纳米粒子存在下，多官能化苯并[h]吡唑并[3,4-b] [1,6]萘啶和苯并[g]吡唑并[3,4-b]喹啉衍生物的一锅三组分合成（ AgNPs）

一种高效简单的芳基乙二醛一水合物1a-h，5-氨基-1-芳基-3-甲基吡唑2a，b和4-羟基喹啉-2（1 H）-一的三组分反应方案（3）或2-羟基-1,4-萘醌（4使用银纳米颗粒（的AgNPs）如在H高性能纳米催化剂）₂ O / EtOH中在60℃下，得到相应的多官能化苯并[ ħ ]吡唑并[3,4- b ] [1,6]萘啶5a‐h和苯并[ g ]吡唑并[3,4‐ b ]喹啉6a‐i，分别。在这种合成策略中，将AgNPs用作贵金属纳米催化剂具有出色的催化活性，高收率，采用绿色介质和绿色纳米催化剂，具有成本效益且操作简单的优点。稠合杂环的结构通过其傅立叶变换红外光谱，质子核磁共振（¹ H-NMR），¹³ C-NMR光谱数据和显微分析得到证实。

更新日期：2020-07-24

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