Dimetalation of furans and thiophenes. One-pot procedures for furan-2,5- And thiophene-2,5-dicarboxaldehyde

Synthesis (Germany)

Volumn 1988, Issue 4, 1988, Pages 316-318

  Feringa, Ben L ^a   Hulst, Ron ^a   Rikers, Ruud ^b   Brandsma, Lambert ^b  

^a UNIVERSITY OF GRONINGEN   (Netherlands)

^b UTRECHT UNIVERSITY   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84988089371     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-1988-27553     Document Type: Article

References (31)

1. Barton and OUis Comprehensive Organic Chemistry, Vol. 4, Sammes, P.O. (ed.), Pergamon Press, Oxford. 1979, Chap. 18.4. 19.1.
2. Dean, F.M., Adv. Heterocycl. Chem. 1982. 30, 167; 31, 238.
3. Gronowitz, S. Adv. Heterocycl. Chem. 1963, 1.
4. Sargent, M.V. Cresp, T.M. Fortschr. Chem. Forsch. 1975, 57, 111.
5. van Reijendam, J.W. Ph. D. Thesis, University Groningen. 1968.
6. Nelson, S.M., Esho, F., Lavery, A., Drew, M.G.B.J. J. Am. Chem. Soc. 1983, 105, 5693
7. Cram, D.J., Trueblood, K. Top. In Curr. Chem. 1981, 98, 43.
8. de Jong, F., Reinhoudt, D.N. Adv. Phys. Org. Chem. 1980, 279.
9. Novitskii, K.Y., Volkov, V.P., Yurev. Y.K. Zh. Ohshch. Khim. 1961, 31, 538
10. C.A. 1961, 55, 23485.
11. Pastour, P., Plantard, C. C.R. Acad. Sci. 1966, 262 C, 1539.
12. Oleinik, A.F., Novitskii, K.Y. J. Org. Chem. USSR 1970, 6, 2643.
13. Dawson, M.J., Vasser, M. J. Org. Chem. 1977, 42, 2783.
14. Cooper, W., Nuttall, W. J. Chem. Soc. 1912, 101, 1074.
15. Goldfarb, Y.L., Taits, S.Z., Belen'kii, L.I. Tetrahedron 1963, 19, 1851.
16. Robba, M., Roques, B., Bonhomme, M. Bull. Soc. Chim. Fr. 1967, 7, 2495.
17. Pines, H. US Patent 2613214 (1952), Universal Oil Products Co.; C.A. 1953, 47, 8778.
18. Netherlands Patent Appl. 7807 516 (1978), Dopfar S.p.A.
19. C.A. 1980, 93, 26452.
20. Comins, D.L., Killpack, M.O. J. Org. Chem. 1987, 52, 104.
21. Carpenter, A.J., Chadwick, D.J. Tetrahedron 1985, 41, 3803.
22. Brandsma, L., Verkruijsse, H. Preparative Polar Organometallic Chemistry, Springer Verlag, Berlin, 1987, 1.
23. Schlosser, M., Hartmann, J. J. Am. Chem. Soc. 1976, 98, 4674.
24. Stahle, M., Hartmann, J., Schlosser, M. Helv. Chim. Acta 1977. 60, 219.
25. Lochmann, L., Pospisil, Jandlim, D. Tetrahedron Lett. 1966, 257.
26. Brandsma, L., unpublished results.
27. Wakefield, B.J. The Chemistry of Organolithium Compounds, Per-gamon Press, Oxford. 1974.
28. Raffout, R.F. J. Am. Chem. Soc. 1950, 72, 753.
29. Sone, T. Bull. Chem. Soc. Jpn. 1964, 37, 1197.
30. Hinz, A., Meijer, G., Schucking, G. Ber. Dtsch. Chem. Ges. 1943, 76, 676.
31. Chadwick, D.J., Wilbe, C. J. Chem. Soc. Perkin Trans. 1 1977. 887.