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Silica Phosphoric Acid: An Efficient and Recyclable Catalyst for the Solvent-Free Synthesis of Acylals and Their Deprotection in MeOH
Authors:Fuyi Zhang  Hong Liu  Qing-Ju Zhang  Yu-Fen Zhao  Feng-Ling Yang
Affiliation:1. Chemistry Department , Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, New Drug Research and Development Center, Zhengzhou University , Zhengzhou, China zhangfy@zzu.edu.cn;3. Chemistry Department , Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, New Drug Research and Development Center, Zhengzhou University , Zhengzhou, China
Abstract:Silica phosphoric acid was used as an efficient, mild, and recyclable solid catalyst for the synthesis of acylals from various structurally diverse aldehydes and acetic anhydride under solvent-free conditions. The acylation of aldehydes was highly chemoselective, and no ketone was acylated, which provided a method for the synthesis of acylals from aldehydes in the presence of ketones. Silica phosphoric acid–catalyzed deprotection of acylals to the corresponding aldehydes in MeOH has also been developed with excellent yield. The deprotection of the acylals of aromatic aldehydes took priority over those of aliphatic aldehydes.
Keywords:Acylal  acylation  silica phosphoric acid  solvent-free
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