Dehalogenative Regiospecific Etherification of 4-Bromo-1,1,2-trifluoro-1-butene with Phenols and Alcohols: Synthesis of 1,2-Difluorobuta-1,3-dien-1-yl Ethers

A practical and efficient method for the dehalogenative regiospecific etherification of 4-bromo-1,1,2-trifluoro-1-butene with phenols and alcohols has been developed. This transition-metal-free reaction, mediated by <i>tert</i>-butoxide bases, provides straightforward access to a diverse array of valuable 1,2-difluorobuta-1,3-dien-1-yl ethers in moderate to excellent yields. The protocol features mild conditions, excellent functional group tolerance, operational simplicity, and gram-scale preparation capability.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-03-27
DOI
https://doi.org/10.1021/acs.joc.5c03260
Primary Topic
Fluorine in Organic Chemistry
Type
article
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article

Dehalogenative Regiospecific Etherification of 4-Bromo-1,1,2-trifluoro-1-butene with Phenols and Alcohols: Synthesis of 1,2-Difluorobuta-1,3-dien-1-yl Ethers

Hao Zhou, Chuanle Zhu, Shuangfeng Wang
The Journal of Organic Chemistry
Fluorine in Organic Chemistry
article

Dehalogenative Regiospecific Etherification of 4-Bromo-1,1,2-trifluoro-1-butene with Phenols and Alcohols: Synthesis of 1,2-Difluorobuta-1,3-dien-1-yl Ethers

Hao Zhou, Chuanle Zhu, Shuangfeng Wang
article en

Abstract

A practical and efficient method for the dehalogenative regiospecific etherification of 4-bromo-1,1,2-trifluoro-1-butene with phenols and alcohols has been developed. This transition-metal-free reaction, mediated by <i>tert</i>-butoxide bases, provides straightforward access to a diverse array of valuable 1,2-difluorobuta-1,3-dien-1-yl ethers in moderate to excellent yields. The protocol features mild conditions, excellent functional group tolerance, operational simplicity, and gram-scale preparation capability.

The Journal of Organic Chemistry
South China Agricultural University (CN), Key Laboratory of Guangdong Province (CN), Institute of Subtropical Agriculture (CN), State Key Laboratory For Conservation and Utilization of Subtropical Agro-Bioresources (CN), South China University of Technology (CN)
Openalex Percentile: Top 5%
Fluorine in Organic Chemistry
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