Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Synthesis of Functionalized Isoindoles by the Rhodium-Catalyzed Reaction of Cyanoformates with ortho-Borylbenzalacetone Derivatives

  • Shimizu, Hiroshi (Department of Synthetic Chemistry and Biological Chemistry, Kyoto University) ;
  • Igarashi, Tomohiro (Department of Synthetic Chemistry and Biological Chemistry, Kyoto University) ;
  • Murakami, Masahiro (Department of Synthetic Chemistry and Biological Chemistry, Kyoto University)
  • Received : 2010.03.20
  • Accepted : 2010.04.05
  • Published : 2010.06.20
Download PDF
⟨ Previous Next ⟩

Abstract

Keywords

References

  1. Fagnou, K.; Lautens, M. Chem. Rev. 2003, 103, 169. https://doi.org/10.1021/cr020007u
  2. Hayashi, T.; Yamasaki, K. Chem. Rev. 2003, 103, 2829. https://doi.org/10.1021/cr020022z
  3. Shimizu, H.; Murakami, M. Chem. Commun. 2007, 2855.
  4. Lautens, M.; Mancuso, J. J. Org. Chem. 2004, 69, 3478. https://doi.org/10.1021/jo049874k
  5. Lautens, M.; Marquardt, T. J. Org. Chem. 2004, 69, 4607. https://doi.org/10.1021/jo049722p
  6. Zhou, F.; Yang, M.; Lu, X. Org. Lett. 2009, 11, 1405. https://doi.org/10.1021/ol9001015
  7. Jones, G, B.; Chapman, B, J. In Comprehensive Heterocyclic Chemistry II; Katrizky, A. R., Rees, C. W., Scriven, E. F. V., Eds.; Pergamon: Oxford, U. K.,1996; Vol. 2, pp 1-38.
  8. Donohoe, T. J.; Tomas, E. J. In Fused Five-Membered Heteroarenes with One Heteroatom; Georg Thieme Verlag: Vol. 10, Stuttgart, Germany, 2000; pp 653-692.
  9. Mi, B.-X.; Wang, P.-F.; Liu, M.-W.; Kwong, H.-L.; Wong, N.-B.; Lee, C.-S.; Lee, S.-T. Chem. Mater. 2003, 15, 3148. https://doi.org/10.1021/cm030292d
  10. Ding, Y.; Hay, A. S. J. Polym. Sci. Part A: Polym. Chem. 1999, 37, 3293. https://doi.org/10.1002/(SICI)1099-0518(19990815)37:16<3293::AID-POLA27>3.0.CO;2-N
  11. Gauvin, S.; Santerre, F.; Dodelet, J. P.; Ding, Y.; Hlil, A. R.; Hay, A. S.; Anderson, J.; Armstrong, N. R.; Gorjac, T. C.; D’Iorio, M. Thin Sold Films 1999, 353, 218. https://doi.org/10.1016/S0040-6090(99)00391-0
  12. Matuszewski, B. K.; Givens, R. S.; Srinivasachar, K.; Carlson, R. G.; Higuchi, T. Anal. Chem. 1987, 59, 1102. https://doi.org/10.1021/ac00135a008
  13. Zweig, A.; Metzler, G.; Maurer, A.; Roberts, B. G. J. Am. Chem. Soc. 1967, 89, 4091. https://doi.org/10.1021/ja00992a025
  14. Duan, S.; Sinha-Mahapatra, D. K.; Herndon, J. W. Org. Lett. 2008, 10, 1541. https://doi.org/10.1021/ol800242n
  15. Chen, Y.-L.; Lee, M.-H.; Wong, W.-Y.; Lee, A. W. M. Synlett 2006, 2510.
  16. Chen, Z.; Muller, P.; Swager, T. M. Org. Lett. 2006, 8, 273. https://doi.org/10.1021/ol0526468
  17. LeHoullier, C. S.; Gribble, G. W. J. Org. Chem. 1983, 48, 2364. https://doi.org/10.1021/jo00162a013

Cited by

  1. Cobalt-catalyzed arylation of aldimines via directed C–H bond functionalization: addition of 2-arylpyridines and self-coupling of aromatic aldimines vol.48, pp.36, 2012, https://doi.org/10.1039/c2cc31114c
  2. ChemInform Abstract: Synthesis of Functionalized Isoindoles by the Rhodium‐Catalyzed Reaction of Cyanoformates with ortho‐Borylbenzalacetone Derivatives. vol.41, pp.46, 2010, https://doi.org/10.1002/chin.201046109
  3. Rhodium(III)-Catalyzed C-H Activation of α-Iminonitriles or α-Imino Esters and Cyclization with Acrylates to 2H-Isoindoles vol.83, pp.19, 2010, https://doi.org/10.1021/acs.joc.8b01664