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Journals / Afyon Kocatepe Üniversitesi Fen ve Mühendislik Bilimleri Dergisi / 2025 / Cilt: 25 Sayı: 6

Dakin Oxidation of 4,6-Dimethoxybenzofuran-7-Carbaldehydes: Synthesis of Benzofuran-7-ols

4,6-Dimetoksibenzofuran-7-Karbaldehitlerin Dakin Oksidasyonu: Benzofuran-7-ol Bileşiklerinin Sentezi

Hakan Kandemir(TEKİRDAĞ NAMIK KEMAL ÜNİVERSİTESİ)0000-0002-7347-2223
Tuğçe Nur Uslu Uçar(TEKIRDAG NAMIK KEMAL UNIVERSITY)0009-0006-3015-3069
İbrahim Fazıl Şengül(GEBZE TECHNICAL UNIVERSITY)0000-0001-9386-4892
Pages
1308–1315
Publication Date
2025-12-03
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AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

Additionally, the structures of compounds with suitable crystalline forms were further confirmed by X-ray diffraction analysis.

📌 3 Key Takeaways

🎯
Objective & Hypothesis:The conversion of 4,6-dimethoxybenzofuran-7-carbaldehydes to the 6-methoxy-benzofuran-4,7-quinones by the Dakin oxidation was reported by us.
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Key Findings & Data:By optimizing the reaction conditions, benzofuran-7-ol derivatives were successfully prepared.
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Conclusion & Impact:Additionally, the structures of compounds with suitable crystalline forms were further confirmed by X-ray diffraction analysis.
🔬Design:Araştırma Makalesi
📍Scope:Comprehensive Sample
⚙️Variables:Heterosiklik · Dakin oksidasyon · Benzofuran

Abstract

The conversion of 4,6-dimethoxybenzofuran-7-carbaldehydes to the 6-methoxy-benzofuran-4,7-quinones by the Dakin oxidation was reported by us. In the current work, we explored the effect of varying amount of hydrogen peroxide (H₂O₂) on the outcome of the Dakin oxidation reaction. By optimizing the reaction conditions, benzofuran-7-ol derivatives were successfully prepared. The results provide insight into the influence of H₂O₂ quantity on product selectivity, contributing to the development of efficient synthetic strategies for benzofuran derivatives. The structures of the synthesized 4,6-dimethoxy-benzofuran-7-ols were confirmed employing ¹H NMR, ¹³C NMR, FT-IR and mass spectral analyses. Additionally, the structures of compounds with suitable crystalline forms were further confirmed by X-ray diffraction analysis.

Özet

Dakin oksidasyonu ile 4,6-dimetoksibenzofuran-7-karbaldehitlerin 6-metoksi-benzofuran-4,7-kinonlara dönüşümü daha önce tarafımızdan rapor edilmiştir. Bu çalışmada ise, Dakin oksidasyon reaksiyonunda kullanılan hidrojen peroksit (H₂O₂) miktarının reaksiyon üzerindeki etkisi araştırılmıştır. Reaksiyon koşullarının optimize edilmesiyle, başarılı bir şekilde benzofuran-7-ol türevleri elde edilmiştir. Elde edilen sonuçlar, H₂O₂ miktarının ürün seçiciliği üzerindeki etkisini ortaya koymakta ve benzofuran türevlerinin verimli sentez stratejilerinin geliştirilmesine katkı sağlamaktadır. Sentezlenen 4,6-dimetoksibenzofuran-7-ol yapıların karakterizasyonu, ¹H NMR, ¹³C NMR, FT-IR ve kütle spektrum analizleri kullanılarak gerçekleştirilmiştir. Ayrıca, uygun kristal yapıya sahip bileşiklerin yapıları X-ışını kırınım analizi ile de doğrulanmıştır.

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Cite This Article

Kandemir, H., Uçar, T. N. U., Şengül, İ. F. (2025). Dakin Oxidation of 4,6-Dimethoxybenzofuran-7-Carbaldehydes: Synthesis of Benzofuran-7-ols. Afyon Kocatepe Üniversitesi Fen ve Mühendislik Bilimleri Dergisi, Cilt: 25 Sayı: 6, 1308–1315. https://doi.org/10.35414/akufemubid.1691954

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