An Electrochemical Design for a General Catalytic Carboxylic Acid Substitution Platform via Anhydrides at Room Temperature: Amidation, Esterification, and Thioesterification

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-02-14 DOI:10.1021/acs.orglett.5c0010310.1021/acs.orglett.5c00103

Jian Han, Jacob J. Piane, Hannah Gizenski, Elizabeth Elacqua and Eric D. Nacsa*,

引用次数: 0

Abstract

An original concept for catalytic electrochemical dehydration has enabled a suite of acid substitutions, including amidation, esterification, and thioesterification, through a linchpin anhydride formed in situ. By avoiding stoichiometric dehydrating agents, this method addresses a leading challenge in organic synthesis and green chemistry. It also proceeds without acid additives at room temperature, accesses a diverse range of product structures, is easily scaled, and enabled the first example of catalytic peptide coupling at room temperature.

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室温下通过酸酐的通用催化羧酸取代平台的电化学设计：酰胺化、酯化和硫代酯化

催化电化学脱水的原始概念通过原位形成的关键酸酐实现了一系列酸取代，包括酰胺化、酯化和硫代酯化。通过避免化学计量脱水剂，该方法解决了有机合成和绿色化学的主要挑战。它也可以在室温下不含酸添加剂，获得多种产品结构，易于缩放，并在室温下实现催化肽偶联的第一个例子。

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

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.