Formal Carbene Insertion into Cyclopropanones: Access to 2-Aroyl Cyclobutanones via Sulfonium Ylides

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-04-29 DOI:10.1021/acs.joc.5c0016710.1021/acs.joc.5c00167

Ishika Agrawal, Marvin Lange, Arthur Semmelmaier, Heinrich F. von Köller and Daniel B. Werz*,

引用次数: 0

Abstract

This report presents a method for the synthesis of 2-aroyl cyclobutanones via the reaction of in situ-generated cyclopropanones with acyl sulfonium ylides representing a formal carbene insertion into cyclopropanones. The reaction is highly stereoselective in the case of 2-substituted cyclopropanones, and the cyclobutanones thus obtained are well suited to α-alkylation, offering versatile synthetic applications.

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环丙烷的正式卡宾插入：通过磺酰化获得2-芳基环丁酮

本文介绍了一种由原位生成的环丙酮与酰基磺酰化物反应合成2-芳基环丁酮的方法，酰基磺酰化物代表了环丙酮中正式的碳插入。在2取代环丙酮的情况下，该反应具有高度的立体选择性，因此得到的环丁酮非常适合α-烷基化，具有广泛的合成应用。

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

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.