Regioselective Alkylacylation of 1,3-Dienes by Merging N-Heterocyclic Carbene Catalysis with Photoinduced Palladium Catalysis

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-12-17 DOI:10.1021/acs.orglett.4c04453

Ying Huang, You-Feng Han, Chun-Lin Zhang, Song Ye

引用次数: 0

Abstract

Herein, we develop a dual catalytic platform for the 1,2- or 1,4-alkylacylation reaction of 1,3-dienes with readily available alkyl halides and aldehydes by merging N-heterocyclic carbene catalysis with photoinduced palladium catalysis. A series of β,γ-unsaturated ketones are obtained in good to high yields. Mechanistic studies suggest that this reaction involves a radical process. The direct synthesis of flavanone from salicylaldehyde exemplified the potential capability of this dual catalytic platform.

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在此，我们通过将 N-杂环碳烯催化与光诱导钯催化相结合，开发了一个双催化平台，用于 1,3-二烯与易得的烷基卤化物和醛进行 1,2- 或 1,4- 烷基酰化反应。得到了一系列β,γ-不饱和酮，收率从好到高。机理研究表明，该反应涉及一个自由基过程。从水杨醛直接合成黄酮体现了这一双催化平台的潜在能力。

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.