BiBr₃-catalysed formation of cyclic carbonates from epoxides and DMF: a new oxidation reaction with molecular oxygen

Abstract

Cyclic carbonates are obtained in good yields from terminal epoxides and DMF in a BiBr₃-catalysed reaction with molecular oxygen as the oxidant.

References

1. M. Postel and E. Duñach, Coord. Chem. Rev., 1996, in the press.
2. M. Brunner, L. Mussmann and D. Vogt, Synlett, 1993, 893.
3. S. Oi, K. Nemoto, S. Matsuno and Y. Inove, Macromol. Rapid Commun., 1994, 15, 133; Organic and Bio-Organic Chemistry of Carbon Dioxide, ed. S. Inoue and N. Yamazahi, Kodanska Ltd, Tokyo, 1982.
4. N. Kihara, N. Hara and T. Endon, J. Org. Chem., 1984, 115, 205; G. Rokicki, W. Kuran and B. P. Marcinick, Monatsch. Chem., 1984, 115, 205; T. Nishikubo, A. Kameyama, J. Yamashita and T. Tomoi, J. Polym. Sci., 1993, 31, 947; J. E. Bäckvall and O. Karlson, Tetrahedron Lett., 1980, 21, 4985; R. L. De Pasquale, J. Chem. Soc., Chem. Commun., 1973, 157; M. Brunner, L. Mussmann and D. Vogt, Synlett, 1993, 893; P. Tascedda and E. Duñach, J. Chem. Soc., Chem. Commun., 1995, 43.
5. T. Zevaco, E. Duñach and M. Postel, Tetrahedron Lett., 1993, 34, 2601; V. Le Boisselier, E. Duñach and M. Postel, J. Organomet. Chem., 1994, 482, 119.
6. V. Le Boisselier, C. Coin, M. Postel and E. Duñach, Tetrahedron, 1995, 51, 4991.
7. T. Zevaco, M. Postel and N. Benali-Cherif, Main Group Metal Chemistry, 1992, 5, 217.