Trapping of unsaturated fulvene endoperoxides with dimethyl 1,2,4,5- tetrazine-3,6-dicarboxylate: A new synthesis of alkylidene- and arylidenemalonaldehydes

Heterocycles

Volumn 53, Issue 4, 2000, Pages 761-764

  Özer, Galip ^a   Saraçoǧlu, Nurullah ^a   Balci, Metin ^b  

^a ATATÜRK UNIVERSITY   (Turkey)

^b MIDDLE EAST TECHNICAL UNIVERSITY   (Turkey)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE DERIVATIVE; ALKYLIDENEMALONALDEHYDE DERIVATIVE; ARYLIDENEMALONALDEHYDE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; CHEMICAL STRUCTURE; PHOTOOXIDATION; PROTON NUCLEAR MAGNETIC RESONANCE; REDUCTION; SPECTROSCOPY; STEREOCHEMISTRY; SYNTHESIS;

EID: 0037930932     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-99-8806     Document Type: Article

References (22)

1. M. Balci, Chem. Rev., 1981, 81, 91.
2. W. Skorianetz, K. H. Schulte-Elte, and G. Ohloff, Angew. Chem., 1972, 84, 3111. A. Kawamoto, H. Kosugi, and H. Uda, Chem. Lett., 1972, 807.
3. W. Skorianetz, K. H. Schulte-Elte, and G. Ohloff, Angew. Chem., 1972, 84, 3111. A. Kawamoto, H. Kosugi, and H. Uda, Chem. Lett., 1972, 807.
4. N. Harada, S. Suziki, H. Uda, and H. Ueno, J. Am. Chem. Soc., 1971, 94, 1777.
5. W. Adam and I. Erden, Angew. Chem., Int. Ed. Engl., 1978, 17, 210.
6. I. Erden and A. M. Amputchs, Tetrahedron Lett., 1987, 28, 3779; I. Erden, J. Drummond, R. Alstad, and F. Xu, Tetrahedron Lett., 1993, 34, 1255; I. Erden, J. Drummond, R. Alstad, and F. Xu, Tetrahedron Lett., 1993, 34, 2291; I. Erden, F. Xu, J. Drummond, R. and R. Alstad, J. Org. Chem., 1993, 58, 3611.
7. I. Erden and A. M. Amputchs, Tetrahedron Lett., 1987, 28, 3779; I. Erden, J. Drummond, R. Alstad, and F. Xu, Tetrahedron Lett., 1993, 34, 1255; I. Erden, J. Drummond, R. Alstad, and F. Xu, Tetrahedron Lett., 1993, 34, 2291; I. Erden, F. Xu, J. Drummond, R. and R. Alstad, J. Org. Chem., 1993, 58, 3611.
8. I. Erden and A. M. Amputchs, Tetrahedron Lett., 1987, 28, 3779; I. Erden, J. Drummond, R. Alstad, and F. Xu, Tetrahedron Lett., 1993, 34, 1255; I. Erden, J. Drummond, R. Alstad, and F. Xu, Tetrahedron Lett., 1993, 34, 2291; I. Erden, F. Xu, J. Drummond, R. and R. Alstad, J. Org. Chem., 1993, 58, 3611.
9. I. Erden and A. M. Amputchs, Tetrahedron Lett., 1987, 28, 3779; I. Erden, J. Drummond, R. Alstad, and F. Xu, Tetrahedron Lett., 1993, 34, 1255; I. Erden, J. Drummond, R. Alstad, and F. Xu, Tetrahedron Lett., 1993, 34, 2291; I. Erden, F. Xu, J. Drummond, R. and R. Alstad, J. Org. Chem., 1993, 58, 3611.
10. M. Balci, N. Saraçoǧlu, and A. Menzek, Tetrahedron Lett., 1996, 37, 921.
11. For a review see; L. Dole, and D. L. Boger, Tetrahedron, 1993, 39, 2869.
12. T. Sasaki, K. Hayakawa, T. Manabe, and S. Nishida, J. Am. Chem. Soc., 1981, 103, 565.
13. Y. Sütbeyaz, H. Seçen, and M. Balci, J. Org. Chem. 1988, 53, 2312; M. Balci and N. Akbulut, Tetrahedron, 1985, 41, 1315: J. D. Boyd, C. S. Foote, and D. K. Imagawa, J. Am. Chem. Soc., 1980, 102, 3641; M. Balci and Y. Sütbeyaz, Tetrahedron Lett., 1983, 24, 311; M. Balci and Y. Sütbeyaz, Tetrahedron Lett, 1983, 24, 4135.
14. Y. Sütbeyaz, H. Seçen, and M. Balci, J. Org. Chem. 1988, 53, 2312; M. Balci and N. Akbulut, Tetrahedron, 1985, 41, 1315: J. D. Boyd, C. S. Foote, and D. K. Imagawa, J. Am. Chem. Soc., 1980, 102, 3641; M. Balci and Y. Sütbeyaz, Tetrahedron Lett., 1983, 24, 311; M. Balci and Y. Sütbeyaz, Tetrahedron Lett, 1983, 24, 4135.
15. Y. Sütbeyaz, H. Seçen, and M. Balci, J. Org. Chem. 1988, 53, 2312; M. Balci and N. Akbulut, Tetrahedron, 1985, 41, 1315: J. D. Boyd, C. S. Foote, and D. K. Imagawa, J. Am. Chem. Soc., 1980, 102, 3641; M. Balci and Y. Sütbeyaz, Tetrahedron Lett., 1983, 24, 311; M. Balci and Y. Sütbeyaz, Tetrahedron Lett, 1983, 24, 4135.
16. Y. Sütbeyaz, H. Seçen, and M. Balci, J. Org. Chem. 1988, 53, 2312; M. Balci and N. Akbulut, Tetrahedron, 1985, 41, 1315: J. D. Boyd, C. S. Foote, and D. K. Imagawa, J. Am. Chem. Soc., 1980, 102, 3641; M. Balci and Y. Sütbeyaz, Tetrahedron Lett., 1983, 24, 311; M. Balci and Y. Sütbeyaz, Tetrahedron Lett, 1983, 24, 4135.
17. Y. Sütbeyaz, H. Seçen, and M. Balci, J. Org. Chem. 1988, 53, 2312; M. Balci and N. Akbulut, Tetrahedron, 1985, 41, 1315: J. D. Boyd, C. S. Foote, and D. K. Imagawa, J. Am. Chem. Soc., 1980, 102, 3641; M. Balci and Y. Sütbeyaz, Tetrahedron Lett., 1983, 24, 311; M. Balci and Y. Sütbeyaz, Tetrahedron Lett, 1983, 24, 4135.
18. 3) δ 190.78, 190.15, 166.72, 165.36, 133.06, 129.19, 93.22, 77.86, 28.63, 27.22, 25.83, 22.84.
19. a) V. Kral, R. Laatikainen, and Z. Arnold, Tetrahedron, 1985, 41, 4919.
20. b) C. Reichardt and K. Y. Yun, Tetrahedron Lett., 1982, 23, 3163.
21. a) Z. Arnold, V. Kral, and D. Dvorak, Tetrahedron Lett., 1982, 23, 1725.
22. B) Z. Arnold and D. Dvorak, Tetrahedron Lett., 1982, 23, 4401.