Copper-Catalyzed C–O Coupling for the Synthesis of 2-[(E)-Phenyldiazenyl]phenyl Cinnamates

Cinnamate esters are a class of compounds with distinctive aromatic properties and significant commercial value. Traditional synthesis approach utilizes cinnamic acid and alcohols under harsh reaction conditions. Herein, we report a novel synthetic approach via C–O coupling using copper as catalyst and TBHP (tert-butyl hydroperoxide) as oxidant under mild reaction conditions. This protocol accomplishes olefinic esterification of 2-(aryldiazenyl)phenol with high yield and broad substrate compatibility.

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Publication Details

Journal
Russian Journal of Organic Chemistry
Published
2025-12-01
DOI
https://doi.org/10.1134/s1070428025601864
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Copper-Catalyzed C–O Coupling for the Synthesis of 2-[(E)-Phenyldiazenyl]phenyl Cinnamates

Wenqing Xia, Jiasheng Song, Zhongxiang Ma, Shuqi Miao et al.
Russian Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
article

Copper-Catalyzed C–O Coupling for the Synthesis of 2-[(E)-Phenyldiazenyl]phenyl Cinnamates

Wenqing Xia, Jiasheng Song, Zhongxiang Ma, Shuqi Miao, Qi Wu
article en

Abstract

Cinnamate esters are a class of compounds with distinctive aromatic properties and significant commercial value. Traditional synthesis approach utilizes cinnamic acid and alcohols under harsh reaction conditions. Herein, we report a novel synthetic approach via C–O coupling using copper as catalyst and TBHP (tert-butyl hydroperoxide) as oxidant under mild reaction conditions. This protocol accomplishes olefinic esterification of 2-(aryldiazenyl)phenol with high yield and broad substrate compatibility.

Russian Journal of Organic ChemistryVol. 61(12)
Lianyungang Runzhong Pharmaceutical (China) (CN), Nanjing Medical University (CN)
Openalex Percentile: Top 31%
Catalytic C–H Functionalization Methods
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