Recently, dimethylcarbonate (DMC) has been considered a green solvent and is used in several organic transformations. A series of a-acetoxy-N-cyclohexylamides 1a-e  (Figure 1) was obtained via Passerini reactions of cyclohexyl isocyanide, acetic acid, several aromatic and aliphatic aldehydes, and CH2Cl2 or DMC as solvents. Reactions performed with DMC led to 1a-e  in moderate to good yields, making this solvent an alternative to the toxic CH2Cl2. The use of DMC for the synthesis of new Passerini products is under investigation.

Preparation of α-acetoxy-N-cyclohexylamides via Passerini reactions using dimethylcarbonate as green solvent

244th National Meeting (2012)

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