Synthesis of Trifluoromethylated Alkenes via a Tandem Aldol/N-Acyloxyphthalimide-Assisted Decarboxylation Sequence

IF 4.9 1区 化学 Q1 CHEMISTRY, ORGANIC
Fei Huang, Yunquan Man and Bo Xu*, 
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引用次数: 0

Abstract

We have developed a metal-free approach for synthesizing E-trifluoromethylated alkenes from readily available aldehydes and the N-hydroxyphtalimide ester of trifluoropropionic acid. To address the challenge of defluorination, we conducted high-throughput screening of reaction conditions. We discovered that acid–base co-catalysis effectively suppresses defluorination, thereby enhancing product yields. A key advantage of our method is its reliance on inexpensive, commercially available starting materials and straightforward reaction conditions.

Abstract Image

我们开发出了一种无金属方法,可利用现成的醛和三氟丙酸的 N-羟基邻苯二甲酰亚胺酯合成 E-三氟甲基化烯。为解决脱氟难题,我们对反应条件进行了高通量筛选。我们发现酸碱共催化反应能有效抑制脱氟反应,从而提高产物产量。我们的方法的主要优势在于它依赖于廉价的、市场上可买到的起始材料和简单的反应条件。
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来源期刊
Organic Letters
Organic Letters 化学-有机化学
CiteScore
9.30
自引率
11.50%
发文量
1607
审稿时长
1.5 months
期刊介绍: Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.
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