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Year 2022, Volume: 6 Issue: 1, 61 - 65, 06.07.2022
https://doi.org/10.32571/ijct.1130734

Abstract

References

  • Wu, D.; Liu, M.; Li, Z.; Dang, M.; Liu, X.; Li, J.; Huang, L.; Ren, Y.; Zhang, Z.;Liu, W. Heterocycl Commun 2019, 25, 8-14.
  • Kuethe, J. T.; Wong, A.;Davies, I. W. J. Org. Chem. 2004, 69, 7752-7754.
  • Yutilov, Y. M.; Smolyar, N.;Lomov, D. Russ. J. Org. Chem. 2006, 42, 897-900.
  • Wu, D.; Liu, M.; Li, Z.; Dang, M.; Liu, X.; Li, J.; Huang, L.; Ren, Y.; Zhang, Z.;Liu, W. Heterocyclic Communications 2019, 25, 8-14.
  • Mamedov, V. A.; Zhukova, N. A.; Zamaletdinova, A. I.; Beschastnova, T. y. N.; Kadyrova, M. S.; Rizvanov, I. d. K.; Syakaev, V. V.;Latypov, S. K. J. Org. Chem. 2014, 79, 9161-9169.
  • Yoshida, T.; Kambe, N.; Murai, S.;Sonoda, N. Bull. Chem. Soc. Jpn 1987, 60, 1793-1799.
  • Meanwell, N. A.; Sit, S. Y.; Gao, J.; Wong, H. S.; Gao, Q.; Laurent, D. R. S.;Balasubramanian, N. J. Org. Chem. 1995, 60, 1565-1582.
  • Beletskaya, I. P.;Cheprakov, A. V. Coord. Chem. Rev. 2004, 248, 2337-2364.
  • Liu, J.; Wei, W.; Zhao, T.; Liu, X.; Wu, J.; Yu, W.;Chang, J. J. Org. Chem. 2016, 81, 9326-9336.
  • Sambiagio, C.; Marsden, S. P.; Blacker, A. J.;McGowan, P. C. Chem. Soc. Rev. 2014, 43, 3525-3550.
  • Li, Z.; Sun, H.; Jiang, H.;Liu, H. Org. Lett. 2008, 10, 3263-3266.
  • Doğan, Ş. D.; Gündüz, M. G.; Uğur, S. B.; Doğan, H.; Özkul, C.;Çetinkaya, Y. ChemistrySelect 2021, 6, 4382-4389.
  • McCann, S. D.;Stahl, S. S. Acc. Chem. Res. 2015, 48, 1756-1766.
  • Doğan, S. D.; Demirpolat, E.; Aycan, M. B. Y.;Balci, M. Tetrahedron 2015, 71, 252-258.
  • Gündüz, M. G.; Uğur, S. B.; Güney, F.; Özkul, C.; Krishna, V. S.; Kaya, S.; Sriram, D.;Doğan, Ş. D. Bioorg. Chem. 2020, 102, 104104.
  • Mandal, A. B.; Augustine, J. K.; Quattropani, A.;Bombrun, A. Tetrahedron Lett. 2005, 46, 6033-6036.
  • Meier, P.; Legraverant, S.; Mueller, S.;Schaub, J. Synthesis 2003, 2003, 0551-0554.

Copper catalyzed C-N-bond formation and synthesis of Imidazopyridinone derivatives

Year 2022, Volume: 6 Issue: 1, 61 - 65, 06.07.2022
https://doi.org/10.32571/ijct.1130734

Abstract

The formation of the C–N bond is critical because it allows for the incorporation of nitrogen into organic molecules. Despite significant advances in this area, the formation of the C–N bond continues to be a challenge for organic chemists owing to the need of severe reaction conditions or costly catalysts in many cases. As a result, developing alternate, milder, and less expensive C–N bonding techniques is a challenge. Herein, a series of novel imidazopyridinone derivatives (8a-8e) were synthesized via copper-mediated C–¬N bond-forming reaction. This reaction takes place under mild conditions with high efficiency, step economy, and tolerance for a wide range of functional groups. All synthesized new compounds were analyzed by 1H NMR, 13C NMR and mass spectrometry.

References

  • Wu, D.; Liu, M.; Li, Z.; Dang, M.; Liu, X.; Li, J.; Huang, L.; Ren, Y.; Zhang, Z.;Liu, W. Heterocycl Commun 2019, 25, 8-14.
  • Kuethe, J. T.; Wong, A.;Davies, I. W. J. Org. Chem. 2004, 69, 7752-7754.
  • Yutilov, Y. M.; Smolyar, N.;Lomov, D. Russ. J. Org. Chem. 2006, 42, 897-900.
  • Wu, D.; Liu, M.; Li, Z.; Dang, M.; Liu, X.; Li, J.; Huang, L.; Ren, Y.; Zhang, Z.;Liu, W. Heterocyclic Communications 2019, 25, 8-14.
  • Mamedov, V. A.; Zhukova, N. A.; Zamaletdinova, A. I.; Beschastnova, T. y. N.; Kadyrova, M. S.; Rizvanov, I. d. K.; Syakaev, V. V.;Latypov, S. K. J. Org. Chem. 2014, 79, 9161-9169.
  • Yoshida, T.; Kambe, N.; Murai, S.;Sonoda, N. Bull. Chem. Soc. Jpn 1987, 60, 1793-1799.
  • Meanwell, N. A.; Sit, S. Y.; Gao, J.; Wong, H. S.; Gao, Q.; Laurent, D. R. S.;Balasubramanian, N. J. Org. Chem. 1995, 60, 1565-1582.
  • Beletskaya, I. P.;Cheprakov, A. V. Coord. Chem. Rev. 2004, 248, 2337-2364.
  • Liu, J.; Wei, W.; Zhao, T.; Liu, X.; Wu, J.; Yu, W.;Chang, J. J. Org. Chem. 2016, 81, 9326-9336.
  • Sambiagio, C.; Marsden, S. P.; Blacker, A. J.;McGowan, P. C. Chem. Soc. Rev. 2014, 43, 3525-3550.
  • Li, Z.; Sun, H.; Jiang, H.;Liu, H. Org. Lett. 2008, 10, 3263-3266.
  • Doğan, Ş. D.; Gündüz, M. G.; Uğur, S. B.; Doğan, H.; Özkul, C.;Çetinkaya, Y. ChemistrySelect 2021, 6, 4382-4389.
  • McCann, S. D.;Stahl, S. S. Acc. Chem. Res. 2015, 48, 1756-1766.
  • Doğan, S. D.; Demirpolat, E.; Aycan, M. B. Y.;Balci, M. Tetrahedron 2015, 71, 252-258.
  • Gündüz, M. G.; Uğur, S. B.; Güney, F.; Özkul, C.; Krishna, V. S.; Kaya, S.; Sriram, D.;Doğan, Ş. D. Bioorg. Chem. 2020, 102, 104104.
  • Mandal, A. B.; Augustine, J. K.; Quattropani, A.;Bombrun, A. Tetrahedron Lett. 2005, 46, 6033-6036.
  • Meier, P.; Legraverant, S.; Mueller, S.;Schaub, J. Synthesis 2003, 2003, 0551-0554.
There are 17 citations in total.

Details

Primary Language English
Subjects Chemical Engineering
Journal Section Research Articles
Authors

Şengül Dilem Doğan 0000-0003-1761-188X

Melike Ongun This is me 0000-0001-5149-7561

Publication Date July 6, 2022
Published in Issue Year 2022 Volume: 6 Issue: 1

Cite

APA Doğan, Ş. D., & Ongun, M. (2022). Copper catalyzed C-N-bond formation and synthesis of Imidazopyridinone derivatives. International Journal of Chemistry and Technology, 6(1), 61-65. https://doi.org/10.32571/ijct.1130734
AMA Doğan ŞD, Ongun M. Copper catalyzed C-N-bond formation and synthesis of Imidazopyridinone derivatives. Int. J. Chem. Technol. July 2022;6(1):61-65. doi:10.32571/ijct.1130734
Chicago Doğan, Şengül Dilem, and Melike Ongun. “Copper Catalyzed C-N-Bond Formation and Synthesis of Imidazopyridinone Derivatives”. International Journal of Chemistry and Technology 6, no. 1 (July 2022): 61-65. https://doi.org/10.32571/ijct.1130734.
EndNote Doğan ŞD, Ongun M (July 1, 2022) Copper catalyzed C-N-bond formation and synthesis of Imidazopyridinone derivatives. International Journal of Chemistry and Technology 6 1 61–65.
IEEE Ş. D. Doğan and M. Ongun, “Copper catalyzed C-N-bond formation and synthesis of Imidazopyridinone derivatives”, Int. J. Chem. Technol., vol. 6, no. 1, pp. 61–65, 2022, doi: 10.32571/ijct.1130734.
ISNAD Doğan, Şengül Dilem - Ongun, Melike. “Copper Catalyzed C-N-Bond Formation and Synthesis of Imidazopyridinone Derivatives”. International Journal of Chemistry and Technology 6/1 (July 2022), 61-65. https://doi.org/10.32571/ijct.1130734.
JAMA Doğan ŞD, Ongun M. Copper catalyzed C-N-bond formation and synthesis of Imidazopyridinone derivatives. Int. J. Chem. Technol. 2022;6:61–65.
MLA Doğan, Şengül Dilem and Melike Ongun. “Copper Catalyzed C-N-Bond Formation and Synthesis of Imidazopyridinone Derivatives”. International Journal of Chemistry and Technology, vol. 6, no. 1, 2022, pp. 61-65, doi:10.32571/ijct.1130734.
Vancouver Doğan ŞD, Ongun M. Copper catalyzed C-N-bond formation and synthesis of Imidazopyridinone derivatives. Int. J. Chem. Technol. 2022;6(1):61-5.