在Resorcin[n]arene合成中,HFIP作为一种多功能溶剂
Hormoz Khosravi1, Valeria Stevens1, Raúl Hernández Sánchez1,2
1Department of Chemistry, Rice University, 6100 Main St., Houston, Texas 77005, USA.
Beilstein journal of organic chemistry
|October 8, 2024
概括
我们发现1,1,1,3,3,3-hexafluoroisopropanol (HFIP) 有效地合成了resorcin[n]arenes. 我们发现1,1,1,3,3-hexafluoroisopropanol (HFIP) 有效地合成了resorcin[n]arenes. 这种方法可以容忍具有挑战性的前体,迅速和大量产生多样化的产品.
科学领域:
- 有机合成 有机合成
- 超分子化学 超分子化学
- 绿色化学 绿色化学
背景情况:
- 传统上,氨酸的合成需要恶劣的条件.
- 某些具有电子吸收组或素的复醇前体很难循环.
- 需要有效的和温和的合成路径,用于多种不同的resorcin[n]arenes.
研究的目的:
- 开发一种新,高效和温和的合成resorcin[n]arenes的方法.
- 为了研究1,1,1,3,3,3-hexafluoroisopropanol (HFIP) 作为这种转换的溶剂的实用性.
- 为了证明对具有挑战性的树脂醇基质的耐受性.
主要方法:
- 在HFIP溶剂中使用催化剂量的HCl.
- 在环境温度下进行反应.
- 采用一个单步循环化过程.
主要成果:
- 使用HFIP和HCl.Cl成功合成了Resorcin[n]arenes.
- 通过各种二替代复[n]来实现高产量 (高达98%).
- 已经证明对带有电子提取组和素的树脂素的耐受性,这些素以前被认为是具有挑战性的前体.
结论:
- HFIP是一种有效和高效的溶剂,用于快速合成Resorcin[n]arenes.
- 开发的方法提供了一种温和和多功能方法,适应困难的基板.
- 这提供了一种有价值的新合成策略,用于访问多样化的资源结构.
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