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Synthesis of dioxolanones

Recent Literature

An efficient, versatile and practical gram-scale preparation of oxazolidinone, imidazolidinone and dioxolanone is achieved.
N. Alouane, A. Boutier, C. Baron, E. Vrancken, P. Mangeney, Synthesis, 2006, 860-864.

Sequential treatment of a 1,2-disubstituted olefin with m-CPBA, Br₃CCO₂H, and DBU results in the one-pot, stereospecific conversion of the olefin to the corresponding disubstituted cyclic carbonate. When a solution of a secondary allylic or homoallylic amine and Br₃CCO₂H is sequentially treated with m-CPBA then DBU, the product of the reaction is a cyclic carbamate.
S. G. Davies, A. M. Fletcher, W. Kurosawa, J. A. Lee, G. Poce, P. M. Roberts, J. E. Thomson, D. M. Williamson, J. Org. Chem., 2010, 75, 7745-7756.

A series of tetrahaloindate(III)-based ionic liquids (ILs) have been produced by microwave-assisted synthesis. These ionic liquids have been examined as catalyst in the reaction of CO₂ with a various epoxides to give cyclic carbonates. Tetrahaloindate(III)-based ILs are found to exhibit high catalytic activities. The effects of a variety of parameters (temperature, pressure, molar ratio of propylene oxide to catalyst), the mechanism, and the significant role of H-bonding interactions in the coupling reactions are discussed.
Y. J. Kim, R. S. Varma, J. Org. Chem., 2005, 70, 7882-7891.

The reaction of chiral 1-aminoalkylepoxides with CO₂, generated from acidic treatment of an aqueous solution of NaHCO₃ at room temperature, efficiently afforded enantiopure cyclic carbonates with total selectivity. Carbonates were readily transformed into the corresponding diols by reaction with LiAlH₄ or by basic hydrolysis.
J. M. Concellón, V. del Solar, S. Carcía-Granda, M. R. Díaz, J. Org. Chem., 2007, 72, 7567-7568.