Visible light-mediated formal alkylation and [4+1]-cycloaddition strategies of silyl enol ethers with aryldiazoacetates†

IF 4.3 2区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

Chemical Communications Pub Date : 2025-01-06 DOI:10.1039/d4cc05451b

Guilherme Cariello , Rafael D. C. Gallo , Victor M. Deflon , Rodrigo A. Cormanich , Igor D. Jurberg

引用次数: 0

Abstract

A reaction sequence of visible light-mediated cyclopropanation/acid-promoted ring-opening is described for the formal alkylation of silyl enol ethers with aryldiazoacetates. Under the same conditions, the Danishefsky's diene can react with aryldiazoacetates to afford [4+1]-cycloaddition adducts. Key mechanistic aspects are proposed based on experimental evidence and DFT calculations.

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硅烯醇醚与芳基重氮乙酸酯的可见光介导形式烷基化和[4+1]-环加成策略。

描述了硅烯醇醚与芳基重氮乙酸酯的形式烷基化反应的可见光介导环丙化/酸促进开环反应序列。在相同条件下，丹尼舍夫斯基二烯可与芳基重氮乙酸酯反应生成[4+1]-环加成加合物。根据实验证据和DFT计算，提出了关键的机理方面。

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

Chemical Communications 化学-化学综合

CiteScore

8.60

自引率

4.10%

发文量

2705

审稿时长

1.4 months

期刊介绍： ChemComm (Chemical Communications) is renowned as the fastest publisher of articles providing information on new avenues of research, drawn from all the world''s major areas of chemical research.