Photocatalytic dehydrative etherification of alcohols with a nanoporous gold catalyst

Alkoxylation 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.

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

Huang

Zhang

Wang

et al. 2023

Chemistry An Asian Journal

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Photocatalytic Dehydrative Etherification of Alcohols by an Unsupported Nanoporous Gold Catalyst

2023

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Photocatalytic dehydrative etherification of alcohols with a nanoporous gold catalyst

Abstract: A simple and efficient photocatalytic approach for dehydrative etherification of alcohols has been developed by nanoporous gold catalyst. This protocol features no requirement of addition of acids or bases, broad...

Cited by 2 publications

References 31 publications

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

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

Photocatalytic Dehydrative Etherification of Alcohols by an Unsupported Nanoporous Gold Catalyst

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Photocatalytic dehydrative etherification of alcohols with a nanoporous gold catalyst

Abstract: A simple and efficient photocatalytic approach for dehydrative etherification of alcohols has been developed by nanoporous gold catalyst. This protocol features no requirement of addition of acids or bases, broad...

Cited by 2 publications

References 31 publications

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

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

Photocatalytic Dehydrative Etherification of Alcohols by an Unsupported Nanoporous Gold Catalyst

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

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