Benzylation of 1,3‐Dicarbonyl Compounds with Benzyl Alcohols Promoted by Perfluorosulfonic Acid Resin

Author:

Zhang Yingge1,Yang Feng1,Pei Supeng1ORCID,Wang Qingwei1,Xu Kangwei1,Ma Jialu1,Liu Guipeng1,Xu Xiaojun1,Liu Gaochong1,Wang Zhihui1,Xu Huiyu1,Zhang Yongming2,Liu Feng2

Affiliation:

1. School of Chemical and Environmental Engineering Shanghai Institute of Technology Shanghai 201418 China

2. School of Chemistry and Chemical Engineering Center of Hydrogen Science Shanghai Jiao Tong University Shanghai 200240 China

Abstract

AbstractThe catalytic performance of Perfluorosulfonic acid resin (PFSA), a solid superacid, was studied in the catalytic benzylation of 1,3‐dicarbonyl compounds with benzylic alcohols. The PFSA‐catalyzed reactions could proceed smoothly to provide the products under solvent‐free conditions or in toluene and dichloromethane, which gave moderate to excellent yields. Due to its high chemical stability, PFSA was quite stable under the reaction conditions and could be recovered at least eight times without significant reduction of its catalytic effect. Moreover, this reaction was investigated at a 20 mmol scale, which indicated the potential applicability of the large‐scale industrial synthesis. Finally, the mechanism of the PFSA‐catalyzed benzylation of 1,3‐dicarbonyl compounds with benzylic alcohols was also investigated.

Publisher

Wiley

Subject

General Chemistry

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