Adaptive alcohols-alcohols cross-coupling via TFA catalysis: access of unsymmetrical ethers

IF 4.3 2区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

BMC Chemistry Pub Date : 2025-01-12 DOI:10.1186/s13065-025-01379-4

Chengxiu Liu, Jiaxin Liang, Yuqiu Liang, Lu Ouyang, Youchun Li

引用次数: 0

Abstract

Ethers are high value organic compounds widely applied in chemical industry, natural products, material, pharmaceuticals, argochemicals, as well as modern organic synthesis. Herein, we report an adaptive TFA-catalyzed cross-coupling of alcohols with various oxygen nucleophiles (nitro-, halogen-, sulfur-, nitrogen-, aryl-, and alkynyl-substituted aliphatic alcohols), delivering diverse unsymmetrical ethers under mild conditions and simple operation. This protocol features a broad range of substrate scope and high catalytic efficiency (54 examples, up to 99% yield). The decagram scale performance and one-step synthesis of drug molecules evidenced the potential industrial production and practicability of this protocol.

Graphical Abstract

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通过TFA催化的自适应醇-醇交叉偶联：不对称醚的获取

醚是一种高价值的有机化合物，广泛应用于化工、天然产物、材料、制药、化工以及现代有机合成等领域。在此，我们报道了自适应tfa催化的醇与各种氧亲核试剂（硝基、卤素、硫、氮、芳基和烷基取代的脂肪醇）的交叉偶联，在温和的条件和简单的操作下产生了多种不对称醚。该方案具有广泛的底物范围和高催化效率（54例，高达99%的收率）。decagram scale的性能和药物分子的一步合成证明了该方案具有潜在的工业生产和实用性。图形抽象

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

BMC Chemistry Chemistry-General Chemistry

CiteScore

5.30

自引率

2.20%

发文量

审稿时长

27 weeks

期刊介绍： BMC Chemistry, formerly known as Chemistry Central Journal, is now part of the BMC series journals family. Chemistry Central Journal has served the chemistry community as a trusted open access resource for more than 10 years – and we are delighted to announce the next step on its journey. In January 2019 the journal has been renamed BMC Chemistry and now strengthens the BMC series footprint in the physical sciences by publishing quality articles and by pushing the boundaries of open chemistry.