Silver‐Catalyzed Synthesis of Benzyl Ethers via Alkoxylation of Benzylic C(sp3)−H Bonds

Author:

Huang Peng1,Zhang Guang'an1,Wang Zechao1ORCID,Wu Junliang1ORCID

Affiliation:

1. Henan Institute of Advanced Technology, College of Chemistry Zhengzhou University Zhengzhou 450001 P.R. China

Abstract

AbstractAlkoxylation of benzylic C(sp3)−H bonds has become one of the most important tools for the construction of benzyl ethers from feedstock chemicals. Herein, we reported a silver catalyzed alkoxylation of benzylic C(sp3)−H bonds employing potassium persulfate as an oxidant at room temperature. This strategy showed good functional‐group tolerance, site selectivity, and chemoselectivity. The reaction proceeded smoothly in the presence of various primary, secondary, and tertiary alcohol nucleophiles, affording corresponding benzyl ethers. Combined experimental studies provided mechanistic insights into the possible radical pathways. Furthermore, a possible mechanism was proposed for this method.

Funder

Startup Research Fund of Zhengzhou University

Publisher

Wiley

Subject

General Chemistry,Biochemistry,Organic Chemistry

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