Multicomponent Electrosynthesis of Enaminyl Sulfonates Starting from Alkylamines, SO2, and Alcohols

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-01-27 DOI:10.1021/acs.orglett.4c0474610.1021/acs.orglett.4c04746

Florian A. Breitschaft, Alicia L. Saak, Christian Krumbiegel, Aloisio de A. Bartolomeu, Thomas Weyhermüller and Siegfried R. Waldvogel*,

引用次数: 0

Abstract

An electrochemical one-pot synthesis of enaminyl sulfonate esters was established, featuring a quasidivided cell under constant current conditions. The multicomponent reaction utilizes simple and readily available alkylamines and an easy-to-use stock solution of SO₂ and alcohols. Omission of additional supporting electrolyte through in-situ-generated monoalkylsulfite facilitates the downstream processing. A diverse scope with more than 28 examples and yields up to 85% as well as a 20-fold scale-up reaction prove the feasibility of this novel protocol.

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以烷基胺、二氧化硫和醇为起始原料的多组分电合成氨基磺酸盐

在恒电流条件下，建立了一锅电化学合成乙酰氨基磺酸酯的方法。多组分反应利用简单易得的烷基胺和易于使用的SO2和醇的原液。通过原位生成的单烷基亚硫酸盐省去了额外的支撑电解质，便于下游加工。超过28个样品的多样化范围和高达85%的收率以及20倍的放大反应证明了这种新方案的可行性。

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.