Journals / Turkish Journal of Chemistry / 2019 / Cilt: 43 - Sayı: 4

$N$-Acylazole mediated stereoselective and regioselective synthesis of $N$-substituted azole acrylonitriles

Pages
1134–1148
Publication Date
2019-08-01
DOI
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AI Summary & Key Takeaways

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⚡ TL;DR(Too Long; Didn't Read)

The structural determinations were accomplished by NOESY $^{1}$H NMR and X-ray crystallography.

📌 3 Key Takeaways

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Objective & Hypothesis:Regio- and stereoselective synthesis of $N$-substituted azole acrylonitriles has been achieved smoothly in $N,N$-dimethylformamide (DMF) in the presence of potassium carbonate (K$_{2}$CO$_{3})$ as a base catalyst. $N$-Substituted azole acrylonitriles were obtained in moderate to good yields (39%-87%) with a one-pot reaction between readily available $N$-acetylazoles and Baylis-Hillman nitriles.
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Key Findings & Data:Regio- and stereoselective synthesis of $N$-substituted azole acrylonitriles has been achieved smoothly in $N,N$-dimethylformamide (DMF) in the presence of potassium carbonate (K$_{2}$CO$_{3})$ as a base catalyst. $N$-Substituted azole acrylonitriles were obtained in moderate to good yields (39%-87%) with a one-pot reaction between readily available $N$-acetylazoles and Baylis-Hillman nitriles.
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Conclusion & Impact:The structural determinations were accomplished by NOESY $^{1}$H NMR and X-ray crystallography.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Baylis-Hillman nitriles · benzimidazole · benzotriazole

Abstract

Regio- and stereoselective synthesis of $N$-substituted azole acrylonitriles has been achieved smoothly in $N,N$-dimethylformamide (DMF) in the presence of potassium carbonate (K$_{2}$CO$_{3})$ as a base catalyst. $N$-Substituted azole acrylonitriles were obtained in moderate to good yields (39%-87%) with a one-pot reaction between readily available $N$-acetylazoles and Baylis-Hillman nitriles. The structural determinations were accomplished by NOESY $^{1}$H NMR and X-ray crystallography.

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Cite This Article

AYDIN, O., KÖKTEN, Ş., ÜNVER, H., ÇELİK, İ. (2019). $N$-Acylazole mediated stereoselective and regioselective synthesis of $N$-substituted azole acrylonitriles. Turkish Journal of Chemistry, Cilt: 43 - Sayı: 4, 1134–1148. https://ajindex.com/articles/184342

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