Novel pyridine-formation reactions of 2-(phosphoranylideneamino)acrylaldehydes with acetylenic esters. Synthesis of 2-mono-and 2,5-disubstituted nicotinates

Heterocycles

Volumn 48, Issue 12, 1998, Pages 2551-2558

  Kanomata, Nobuhiro ^a   Nakata, Tadashi ^a  

^a INST OF PHYS AND CHEMICAL RESEARCH   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001010092     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-98-8314     Document Type: Article

References (14)

1. Contract Researcher of RIKEN (1997-1998). E-mail nobkano@riken.go.jp.
2. For recent reviews: (a) H. Wamhoff, G. Richardt, and S. Stölben, 'Advances in Heterocyclic Chemistry: Iminophosphoranes: Versatile Tools in Heterocyclic Synthesis,' Vol. 64, ed. by A. R. Katritzky, Academic Press, Inc., San Diego, 1995, pp. 159-249.
3. (b) M. Nitta, Rev. Heteroatom Chem., 1993, 9, 87.
4. (c) A. W. Johnson, 'Ylides and Imines of Phosphorus,' John Wiley & Sons, Inc., New York, 1993, pp. 403-483.
5. (d) S. Eguchi and T. Okano, J. Synth. Org. Chem. Jpn., 1993, 51, 203;
6. S. Eguchi, Y. Matsushita, and K. Yamashita, Org. Prep. Proced. Int., 1992, 24, 209.
7. (e) Y. G. Gololobov and L. F. Kasukin, Tetrahedron, 1992, 48, 1353.
8. (f) J. Barluenga and F. Palacios, Org. Prep. Proced. Int., 1991, 23, 1.
9. (a) N. Kanomata, H. Kawaji, and M. Nitta, J. Org. Chem., 1992, 57, 618 and references cited therein.
10. (b) T. Oikawa, N. Kanomata, and M. Tada, J. Org. Chem., 1993, 58, 2046.
11. N. Kanomata and T. Nakata, Angew. Chem., Int. Ed. Engl., 1997, 36, 1207.
12. C. M. Marson and P. R. Giles, 'Synthesis Using Vilsmeier Reagents,' CRC Press, Boca Raton, 1994.
13. C. M. Beaton, N. B. Chapman, K. Clarke, and J. M. Willis, J. Chem. Soc., Perkin Trans. 1, 1976, 2355.
14. M. Maeda and M. Kojima, J. Chem. Soc., Perkin Trans. 1, 1977, 239.