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从 - 羟基芳基烯胺和三氟乙醛/酮衍生物中获取含三氟甲基甲醇的色酮的策略。

A Strategy for Accessing Trifluoromethyl Carbinol-Containing Chromones from -Hydroxyaryl Enaminones and Trifluoroacetaldehyde/Ketone Derivatives.

机构信息

Advanced Research Institute and School of Pharmaceutical Sciences, Taizhou University, Taizhou, Zhejiang 318000, P. R. China.

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Shanghai 200032, P. R. China.

出版信息

J Org Chem. 2023 May 5;88(9):5586-5596. doi: 10.1021/acs.joc.3c00093. Epub 2023 Apr 6.

Abstract

Herein, we present a practical strategy for the direct construction of structurally diverse trifluoromethyl carbinol-containing compounds, especially CF-substituted tertiary alcohol with chromone derivatives from easily available -hydroxyaryl enaminones and trifluoroacetaldehyde/ketone derivatives under metal-free conditions. This reaction features a broad substrate scope with good yields and is easily scaled up. Notably, a one-pot in two-steps reaction of obtained products with amidines is also developed to provide a series of multi-substituted pyrimidine derivatives bearing two unique hydroxyls and one trifluoromethyl containing functional units.

摘要

在此,我们提出了一种实用的策略,用于在无金属条件下,直接构建结构多样的含三氟甲基甲醇的化合物,特别是 CF 取代的叔醇与色酮衍生物,原料为易得的 -羟基芳基烯胺酮和三氟乙醛/酮衍生物。该反应具有广泛的底物范围,产率良好,易于扩大规模。值得注意的是,还开发了一锅两步反应,将获得的产物与脒反应,得到一系列带有两个独特羟基和一个含三氟甲基官能团的多取代嘧啶衍生物。

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