KaydedilenlerDerginizi ekleyin

Dergiler / Turkish Journal of Chemistry / 2015 / Cilt: 39 - Sayı: 2

Ring opening and ring closure reactions of chromone-3-carboxylic acid: unexpected routes to synthesize functionalized benzoxocinones and heteroannulated pyranochromenes

Magdy Ahmed IBRAHIM
Tarik El-sayed ALI
Sayfa
412
Yayın Tarihi
2015-08-13
DOI
—
🏛️Bu makalenin bibliyografik verileri ve tam metin bağlantısı DergiPark üzerinden sağlanmıştır.
DergiPark Kaydı ↗
✨

Yapay Zeka Hızlı Bakış & Çıkarımlar

AI Insight
⚡ TL;DR(1 Cümlede Hızlı Çıkarım)

Structures of the new synthesized products were established on the basis of elemental analysis and spectral data (IR, MS, and ^1H and ^{13}C NMR).

📌 3 Maddede Bu Makale

🎯
Amaç & Hipotez:Unexpected routes to synthesize functionalized benzoxocinones and heteroannulated pyranochromenes were achieved via transformations of the \gamma-pyrone ring in chromone-3-carboxylic acid throughout its reactions with some acyclic and cyclic carbon nucleophiles.
📊
Temel Bulgular & Veri:A key part of the reaction mechanisms is discussed.
💡
Sonuç & Katkı:Structures of the new synthesized products were established on the basis of elemental analysis and spectral data (IR, MS, and ^1H and ^{13}C NMR).
🔬Tür:Araştırma Makalesi
📍Kapsam:Genişletilmiş Akademik Örneklem
⚙️Değişkenler:Chromone-3-carboxylic acid · benzoxocinone · pyranochromenes

Özet

Unexpected routes to synthesize functionalized benzoxocinones and heteroannulated pyranochromenes were achieved via transformations of the \gamma-pyrone ring in chromone-3-carboxylic acid throughout its reactions with some acyclic and cyclic carbon nucleophiles. A key part of the reaction mechanisms is discussed. Structures of the new synthesized products were established on the basis of elemental analysis and spectral data (IR, MS, and ^1H and ^{13}C NMR).

Abstract

Unexpected routes to synthesize functionalized benzoxocinones and heteroannulated pyranochromenes were achieved via transformations of the \gamma-pyrone ring in chromone-3-carboxylic acid throughout its reactions with some acyclic and cyclic carbon nucleophiles. A key part of the reaction mechanisms is discussed. Structures of the new synthesized products were established on the basis of elemental analysis and spectral data (IR, MS, and ^1H and ^{13}C NMR).

🔖

Bu Makaleye Atıf Yap

IBRAHIM, M. A., ALI, T. E. (2015). Ring opening and ring closure reactions of chromone-3-carboxylic acid: unexpected routes to synthesize functionalized benzoxocinones and heteroannulated pyranochromenes. Turkish Journal of Chemistry, Cilt: 39 - Sayı: 2, 412. https://ajindex.com/articles/185154

📄 Tam Metin PDF Okuyucu

📄

PDF görüntüleyici hazırlanıyor...

Kaynakça (29)

  1. Nam, D. H.; Lee, K. Y.; Moon, C. S.; Lee, Y. S. Eur. J. Med. Chem. 2010, 45, 4288–4292.
  2. Raj, T.; Bhatia, R. K.; Kapur, A.; Sharma, M.; Saxena, A. K.; Ishar, M. P. S. Eur. J. Med. Chem. 2010, 45, 790–794.
  3. Ali, T. E.; Ibrahim, M. A. J. Braz. Chem. Soc. 2010, 21, 1007–1016.
  4. Ibrahim, M. A.; Ali, T. E.; Alnamer, Y. A.; Gabr, Y. A. Arkivoc 2010, i, 98–154.
  5. Rocha-Pereira, J.; Cunha, R.; Pinto, D. C. G. A.; Silva, A. M. S.; Nascimento, M. S. J. Bioorg. Med. Chem. 2010, 184, 4195–4201.
  6. Li, Y.; Zhao, Y.; Xiang, N.; Yang, L.; Wang, F.; Yang, G.; Wang, Z. Heterocycles 2014, 89, 2771–2776.
  7. Ghosh, C. K. Heterocycles 2004, 63, 2875–2898.
  8. Plaskon, A. S.; Grygorenko, O. O.; Ryabukhin, S. V. Tetrahedron 2012, 68, 2743–2757.
  9. Sosnovskikh, V. Y.; Irgashev, R. A.; Kodess, M. I. Tetrahedron 2008, 64, 2997–3004.
  10. Budzisz, E.; Miemicka, M.; Lorenz, I. P.; Mayer, P.; Krajewska, U.; Rozalski, M. Polyhedron 2009, 28, 637–645.
  11. Sosnovskikh, V. Y.; Korotaev, V. Y.; Barkov, A. Y.; Sokovnina, A. A.; Kodess, M. I. J. Fluorine Chem. 2012, 141, 58–63.
  12. Sosnovskikh, V. Y.; Sevenard, D. V.; Moshkin, V. S.; Iaroshenko, V. O.; Langer, P. Tetrahedron 2010, 66, 7322– 7328. Sosnovskikh, V. Y.; Safrygin, A. V.; Anufriev, V. A.; Eltsov, O. S.; Iaroshenko, V. O. Tetrahedron Lett. 2011, 52, 6271–6274.
  13. Akbarzadeh, R.; Amanpour, T.; Bazgir A. Tetrahedron 2014, 70, 8142–8147.
  14. Ibrahim, M. A. J. Braz. Chem. Soc. 2013, 24, 1754–1763.
  15. Ibrahim, M. A.; El-Gohary, N. M.; Ibrahim, S. S.; Said S. Chem. Heterocycl. Compds. 2015, 50, 1624–1633.
  16. Ali, T. E.; Abdel-Aziz, S. A.; El-Edfawy, S. M.; Mohamed, E. A.; Abdel-Kariem, S. M. Synth. Commun. 2014, 44, 3610–3629.
  17. Klutchko, S.; Shavel, J.; Strandtmann, M. V. J. Org. Chem. 1974, 39, 2436–2437.
  18. Ghosh, C. K.; Mukhopadhyay, K. K. Synthesis 1978, 10, 779–784.
  19. Chantegrel, B.; Nadi, A., Gelin, S. Tetrahedron Lett. 1983, 24, 381–384.
  20. Chantegrel, B.; Nadi, A.; Gelin, S. J. Org. Chem. 1984, 49, 4419–4424.
  21. Ibrahim, M. A. Arkivoc 2008, xvii, 192–204.
  22. Ali, T. E.; Abdel-Monem, W. R. Phosphorus, Sulfur Silicon Relat. Elem. 2008, 183, 2161–2172.
  23. Ibrahim, M. A. Tetrahedron 2009, 65, 7687–7690.
  24. Ibrahim, M. A. Synth. Commun. 2009, 39, 3527–3545.
  25. Ali, T. E. Phosphorus, Sulfur Silicon Relat. Elem. 2010, 185, 88–96.
  26. Ibrahim, M. A.; Ali, T. E.; El-Kazak, A. M.; Mohamed, A. M. Heterocycles 2013, 87, 1075–1086.
  27. Ibrahim, M. A. Tetrahedron 2013, 69, 6861–6865.
  28. Ibrahim, M. A.; Ali, T. E.; El-Gohary, N. M.; El-Kazak, A. M. Eur. J. Chem. 2013, 4, 311–328.
  29. Ali, T. E.; Abdel-Aziz, S. A.; El-Edfawy,