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Chemoselective synthesis of 1,1-diacetates (acylals) using 1,1'‐butylenebispyridinium hydrogen sulfate as a new, halogen‐free and environmental-friendly catalyst under solvent-free conditions

Journal: Asian Journal of Green Chemistry (Vol.2, No. 3)

Publication Date:

Authors : ; ; ; ;

Page : 268-280

Keywords : (Bbpy)(HSO4)2; Acylals; Protection; Deprotection; Brønsted acidic ionic liquid;

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Abstract

In this study, an efficient and simple procedure is reported for the chemoselctive acetylation of various aldehydes (aromatic and aliphatic) with acetic anhydride by 1,1'‐butylenebispyridinium hydrogen sulfate (Bbpy)(HSO4)2as a green and halogen-free catalyst under solvent-free conditions at room temperature. The selective conversion of the aldehydes was observed in the presence of ketones, and the deprotection of 1,1-diacetates has also been achieved using (Bbpy)(HSO4)2in water as a green solvent in reflux conditions. This procedure has valuable advantages including short reaction times, simple workup, high yields of products, absence of solvent, and use of commercially available and non-toxic reagents.

Last modified: 2018-06-05 19:53:57