DOI QR코드

DOI QR Code

Efficient Introduction of Aryl Acetylenes to Quinolinium and Pyridinium Salts: Synthesis of 1-Acyl-1,2-dihydroquinolines and 1-Acyl-1,2-dihydropyridines

  • Lee, Ka-Young (Department of Chemistry and Industitute of Basic Science, Chonnam Natioal University) ;
  • Lee, Mi-Jung (Department of Chemistry and Industitute of Basic Science, Chonnam Natioal University) ;
  • Kim, Jae-Nyoung (Department of Chemistry and Industitute of Basic Science, Chonnam Natioal University)
  • 발행 : 2005.04.20

초록

키워드

참고문헌

  1. Lee, K. Y.; Lee, C. G.; Na, J. E.; Kim, J. N. Tetrahedron Lett. 2005, 46, 69 https://doi.org/10.1016/j.tetlet.2004.11.046
  2. Stout, D. M.; Meyers, A. I. Chem. Rev. 1982, 82, 223 https://doi.org/10.1021/cr00048a004
  3. Comins, D. L.; Brown, J. D. Tetrahedron Lett. 1986, 27, 4549 https://doi.org/10.1016/S0040-4039(00)85000-5
  4. Comins, D. L.; Brown, J. D. Tetrahedron Lett. 1986, 27, 2219 https://doi.org/10.1016/S0040-4039(00)84491-3
  5. Comins, D. L.; Abdullah, A. H. Tetrahedron Lett. 1985, 26, 43 https://doi.org/10.1016/S0040-4039(00)98461-2
  6. Natsume, M.; Utsunomiya, I.; Yamaguchi, K.; Sakai, S. I. Tetrahedron 1985, 41, 2115 https://doi.org/10.1016/S0040-4020(01)96582-2
  7. Orawa, M.; Natsume, M. Heterocycles 1985, 23, 831 https://doi.org/10.3987/R-1985-04-0831
  8. Comins, D. L.; Abdullah, A. H.; Mantlo, N. B. Tetrahedron Lett. 1984, 25, 4867 https://doi.org/10.1016/S0040-4039(01)91245-6
  9. Nakazono, Y.; Yamaguchi, R.; Kawanisi, M. Chem. Lett. 1984, 1129
  10. Raucher, S.; Lawrence, R. F. Tetrahedron Lett. 1983, 24, 2927 https://doi.org/10.1016/S0040-4039(00)88060-0
  11. Comins, D. L.; Delghani, A. Tetrahedron Lett. 1991, 32, 5697 https://doi.org/10.1016/S0040-4039(00)93533-0
  12. Comins, D. L.; Al-awar, R. S. J. Org. Chem. 1992, 57, 4098 https://doi.org/10.1021/jo00041a011
  13. Yamaguchi, R.; Hata, E.-i.; Matsuki, T.; Kawanisi, M. J. Org. Chem. 1987, 52, 2094 https://doi.org/10.1021/jo00386a037
  14. Natsume, M.; Utsunomiya, I.; Yamaguchi, K.; Sakai, S. Tetrahedron 1985, 41, 2115 https://doi.org/10.1016/S0040-4020(01)96582-2
  15. Agawa, T.; Miller, S. I. J. Am. Chem. Soc. 1961, 83, 449 https://doi.org/10.1021/ja01463a045
  16. Yamaguchi, R.; Nakazono, Y.; Matsuki, T.; Hata, E.-i.; Kawanisi, M. Bull. Chem. Soc. Jpn. 1987, 60, 215 https://doi.org/10.1246/bcsj.60.215
  17. Yamaguchi, R.; Nakazono, Y.; Kawanisi, M. Tetrahedron Lett. 1983, 24, 1801 https://doi.org/10.1016/S0040-4039(00)81774-8
  18. Lee, P. H.; Park, J. J. Korean Chem. Soc. 1996, 40, 148
  19. Fischer, C.; Carreira, E. M. Org. Lett. 2004, 6, 1497 https://doi.org/10.1021/ol049578u
  20. Loh, T.-P.; Lye, P.- L.; Wang, R.-B.; Sim, K.-Y. Tetrahedron Lett. 2000, 41, 7779 https://doi.org/10.1016/S0040-4039(00)01332-0
  21. Yamaguchi, R.; Moriyasu, M.; Yoshioka, M.; Kawanisi, M. J. Org. Chem. 1985, 50, 287 https://doi.org/10.1021/jo00202a031
  22. Lee, S. H.; Park, Y. S.; Nam, M. H.; Yoon, C. M. Org. Biomol. Chem. 2004, 2, 2170 https://doi.org/10.1039/b405217j
  23. Black, D. A.; Arndtsen, B. A. Org. Lett. 2004, 6, 1107 https://doi.org/10.1021/ol036462+

피인용 문헌

  1. -Activated Pyridines vol.112, pp.5, 2012, https://doi.org/10.1021/cr200251d
  2. Three-Component Povarov Reaction with Alcohols as Alkene Precursors: Efficient Access to 2-Arylquinolines vol.2017, pp.3, 2017, https://doi.org/10.1002/ejoc.201601343
  3. Pyridinium salts: from synthesis to reactivity and applications pp.2052-4129, 2018, https://doi.org/10.1039/C7QO00836H
  4. Ring Opening Reaction of Epoxides under Aryl Acetylene/ZnBr2/DIEA Conditions vol.26, pp.10, 2005, https://doi.org/10.5012/bkcs.2005.26.10.1617
  5. Efficient Introduction of Aryl Acetylenes to Quinolinium and Pyridinium Salts: Synthesis of 1-Acyl-1,2-dihydroquinolines and 1-Acyl-1,2-dihydropyridines. vol.36, pp.37, 2005, https://doi.org/10.1002/chin.200537141
  6. Direct addition of alkynes to imines and related C&z.dbd;N electrophiles: A convenient access to propargylamines vol.2006, pp.41, 2005, https://doi.org/10.1039/b607986p
  7. Synthesis of 2-alkynylquinolines from 2-chloro and 2,4-dichloroquinoline via Pd/C-catalyzed coupling reaction in water vol.64, pp.30, 2005, https://doi.org/10.1016/j.tet.2008.05.097
  8. Synthesis and Reactivity of Propargylamines in Organic Chemistry vol.117, pp.24, 2017, https://doi.org/10.1021/acs.chemrev.7b00343