Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Highly Efficient Synthesis of 2-Aryl-3-methoxyacrylates via Suzuki-Miyaura Coupling Reaction

  • Kim, Hyung-Ho (Bioorganic Science Division, Korea Research Institute of Chemical Technology) ;
  • Lee, Chun-Ho (Bioorganic Science Division, Korea Research Institute of Chemical Technology) ;
  • Song, Young-Seob (Bioorganic Science Division, Korea Research Institute of Chemical Technology) ;
  • Park, No-Kyun (Bioorganic Science Division, Korea Research Institute of Chemical Technology) ;
  • Kim, Bum-Tae (Bioorganic Science Division, Korea Research Institute of Chemical Technology) ;
  • Heo, Jung-Nyoung (Bioorganic Science Division, Korea Research Institute of Chemical Technology)
  • Published : 2006.02.20
Download PDF
⟨ Previous Next ⟩

Abstract

Keywords

References

  1. Bellina, F.; Carpita, A.; Rossi, R. Synthesis 2004, 2419
  2. Hassan, J.; Sévignon, M.; Gozzi, C.; Schulz, E.; Lemaire, M. Chem. Rev. 2002, 102, 1359 https://doi.org/10.1021/cr000664r
  3. Kotha, S.; Lahiri, K.; Kashinath, D. Tetrahedron 2002, 58, 9633 https://doi.org/10.1016/S0040-4020(02)01188-2
  4. Suzuki, A. J. Organomet. Chem. 1999, 576, 147 https://doi.org/10.1016/S0022-328X(98)01055-9
  5. Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457 https://doi.org/10.1021/cr00039a007
  6. Alzeer, J.; Chollet, J.; Heinze-Krauss, I.; Hubschwerlen, C.; Matile, H.; Ridley, R. G. J. Med. Chem. 2000, 43, 560 https://doi.org/10.1021/jm990002y
  7. Uchiro, H.; Nagasawa, K.; Kotake, T.; Hasegawa, D.; Tomita, A.; Kobayashi, S. Bioorg. Med. Chem. Lett. 2002, 12, 2821 https://doi.org/10.1016/S0960-894X(02)00625-X
  8. Bartlett, D. W.; Clough, J. M.; Godwin, J. R.; Hall, A. A.; Hamer, M.; Parr-Dobrzanski, B. Pest Manag. Sci. 2002, 58, 649 https://doi.org/10.1002/ps.520
  9. Sauter, H.; Steglich, W.; Anke, T. Angew. Chem. Int. Ed. 1999, 38, 1328 https://doi.org/10.1002/(SICI)1521-3773(19990517)38:10<1328::AID-ANIE1328>3.0.CO;2-1
  10. Song, Y. S.; Sung, N.-D.; Yu, Y. M.; Kim, B. T. Bull. Korean Chem. Soc. 2004, 25, 1513 https://doi.org/10.5012/bkcs.2004.25.10.1513
  11. Godfrey, C. R. A.; Streeting, I. T.; Cheetham, R. EP-A 382 375, 1989
  12. Clough, J. M.; Godfrey, C. R. A.; De Fraine, P. J.; Hutchings, M. G.; Anthony, V. M. U.S. Patent 5,021,581, 1992
  13. Rossi, R.; Bellina, F.; Carpita, A. Synlett 1996, 356
  14. Hodgson, D. M.; Witherington, J.; Moloney, B. A.; Richards, I. C.; Brayer, J.-L. Synlett 1995, 32
  15. Ziegler, H.; Neff, D.; Stutz, W. U.S. Patent 5,726,343, 1998
  16. Rossi, R.; Carpita, A.; Ribecai, A.; Mannina, L. Tetrahedron 2001, 57, 2847 https://doi.org/10.1016/S0040-4020(01)00136-3
  17. Li, W.; Nelson, D. P.; Jensen, M. S.; Hoerrner, R. S.; Cai, D.; Larsen, R. D.; Reider, P. J. J. Org. Chem. 2002, 67, 5394 https://doi.org/10.1021/jo025792p
  18. Kowalski, C. J.; Weber, A. E.; Fields, K. W. J. Org. Chem. 1982, 47, 5088 https://doi.org/10.1021/jo00147a008
  19. Johnson, C. R.; Adams, J. P.; Braun, M. P.; Senanayake, C. B. W.; Wovkulich, P. M.; Uskokovic , M. R. Tetrahedron Lett. 1992, 33, 917 https://doi.org/10.1016/S0040-4039(00)91575-2
  20. Song, Y. S.; Kim, B. T.; Heo, J.-N. Tetrahedron Lett. 2005, 46, 5987 https://doi.org/10.1016/j.tetlet.2005.07.027

Cited by

  1. Synthesis, fungicidal activity, structure-activity relationships (SARs) and density functional theory (DFT) studies of novel strobilurin analogues containing arylpyrazole rings vol.8, pp.1, 2018, https://doi.org/10.1038/s41598-018-26154-5
  2. Highly Efficient Synthesis of 2-Aryl-3-methoxyacrylates via Suzuki—Miyaura Coupling Reaction. vol.37, pp.28, 2006, https://doi.org/10.1002/chin.200628083
  3. Synthesis and SAR of Methoxyiminoacetate and Methoxyiminoacetamide Derivatives as Strobilurin Analogues vol.30, pp.7, 2006, https://doi.org/10.5012/bkcs.2009.30.7.1475
  4. Synthesis and antioxidant properties of pulvinic acids analogues vol.18, pp.22, 2006, https://doi.org/10.1016/j.bmc.2010.09.037
  5. Hapten synthesis, monoclonal antibody generation, and development of competitive immunoassays for the analysis of picoxystrobin in beer vol.682, pp.1, 2006, https://doi.org/10.1016/j.aca.2010.09.042
  6. Concise and modular synthesis of regioisomeric haptens for the production of high-affinity and stereoselective antibodies to the strobilurin azoxystrobin vol.67, pp.3, 2011, https://doi.org/10.1016/j.tet.2010.11.054