A Novel Synthesis of Oligopyridines

Bulletin of the Korean Chemical Society

Volumn 19, Issue 4, 1998, Pages 436-439

  Park, Jae Gyu ^a   Jahng, Yurngdong ^a  

^a Yeungnam University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0542417745     PISSN: 02532964     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (19)

1. Constable, E. C. Adv. Inorg. Chem. Radiochem. 1986, 30, 69, and references therein.
2. (a) Kröhnke, F. Synthesis 1976, 1.
3. (b) Constable, E. C. Prog. Inorg. Chem. 1994, 42, 67, and references therein.
4. (a) Morgan, G. T.; Burstall, F. H. J. Chem. Soc. 1932, 20.
5. (b) Burstall, F. H. J. Chem. Soc. 1938, 1662.
6. (c) Iyoda, M.; Otsuka, H.; Sato, K.; Nisato, N.; Oda, M. Bull. Chem. Soc. Jpn. 1990, 63, 80.
7. (a) Thummel, R. P.; Jahng, Y. J. Org. Chem. 1985, 50, 2407.
8. (b) Hegde, V. H.; Jahng, Y.; Thummel, R. P. Tetrahedron Lett. 1987, 28, 4203.
9. (c) Pott, K. T.; Ralli, P.; Theodoridis, G.; Winslow, P. Org. Syn. 1985, 64, 189.
10. (a) Brandt, W. W.; Dwyer, F. P.; Gyarfas, E. C. Chem. Rev. 1954, 959.
11. (b) Barton, J. K. Science 1986, 233, 727.
12. (c) Haq, I.; Lincoln, P.; Suh, D.; Nordon, B.; Chowdhry, B. Z.; Chaires, J. B. J. Am, Chem. Soc. 1995, 117, 4788, and references therein.
13. A related synthetic method employing carbanion addition onto 2-[3-(N',N-di-methylamino)propenoyl]pyridine to prepare bipyridine-related compounds appeared in literature: Park, J. G.; Jahng, Y. Inorg. Chim. Acta 1998, 267, 265 and references therein.
14. Commercially available from Aldrich, Milwaukee, WI, USA. Synthetic usages of DMFDMA were reviewed: Abdulla, R. F.; Brinkmeyer, R. S. Tetrahderon 1979, 35, 1675.
15. (a) Stork, G.; Brizzolara, A.; Landesmann, H.; Szmuszkoviz, J.; Terrell, R. J. Am. Chem. Soc. 1963, 85, 207.
16. (b) Stardi, R.; Pocar, D.; Cassio, C. J. Chem. Soc., Perkin Trans, 1 1974, 2671.
17. The yields of enamines from 2-acetylaromatics were usually low (<40%) presuambly due to the formation of unidentifiable polymer-type tar during the distillation even under efficient vaccum.
18. Constable, E. C.; Henny, R. P. G.; Leese, T. A.; Tocher, D. A. J. Chem. Soc., Dalton. Trans. 1990, 443.
19. Jameson, D. L.; Guise, L. E. Tetrahedron Lett. 1991, 32, 1999.