Copper perchlorate: Efficient acetylation catalyst under solvent free conditions

Acetylation of alcohols, phenols, amines, thiols and aldehydes is performed using acetic anhydride as acylating agent and M(ClO4)2·6H2O as catalyst where M is Mn, Co, Ni, Cu and Zn at room temperature under solvent free conditions. Transition metal perchlorates used here are found to be more efficient than the already reported metal triflates and s, p-block perchlorates. Substrates containing acid sensitive protecting groups are acylated successfully without any cleavage of the protection. Remarkably, less nucleophlic thiols (e.g. 2-mercaptobenzothiazole) are acylated with reasonable yields using transition metal perchlorates as catalyst whereas otherwise active acylation catalyst Mg(ClO4)2 was found to be inefficient.

Graphical abstractAcetylation of alcohols, phenols, amines, thiols and aldehydes is performed using acetic anhydride as acylating agent and M(ClO4)2·6H2O as catalyst where M is Mn, Co, Ni, Cu and Zn at room temperature under solvent free conditions. Transition metal perchlorates used here are found to be more efficient than the already reported metal triflates and s, p-block perchlorates. Figure optionsDownload full-size imageDownload as PowerPoint slide