The Direct Pd-Catalyzed γ-Lactonization of Aliphatic Carboxylic Acids

IF 13.1 1区 化学 Q1 CHEMISTRY, PHYSICAL ACS Catalysis Pub Date : 2025-01-30 DOI:10.1021/acscatal.4c08042
Tianxiao Xu, Sourjya Mal, Manuel van Gemmeren
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Abstract

A direct palladium-catalyzed γ-lactonization of free carboxylic acids via C–O reductive elimination as a key step is described. Notable aspects of this protocol include the use of convenient and easily available sodium percarbonate as an oxidant and the development of a highly efficient β-alanine-derived ligand. The reported method enables the functionalization of a wide range of aliphatic acids including previously inaccessible β-non-quaternary acids. The regioselectivity and consequently substrate scope of this protocol proved complementary to established routes for the direct lactonization of aliphatic carboxylic acids. Through this report, a valuable compound library of γ-lactones with potential applications in various fields has become available.

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脂肪族羧酸的pd直接催化γ-内酯化
通过C-O还原消除,钯直接催化游离羧酸的γ-内酯化是一个关键步骤。该方案值得注意的方面包括使用方便和容易获得的过碳酸钠作为氧化剂和高效β-丙氨酸衍生配体的开发。所报道的方法使广泛的脂肪酸功能化,包括以前无法获得的β-非季酸。该方案的区域选择性和底物范围被证明是对脂肪族羧酸直接内酯化的既定路线的补充。通过这篇报道,建立了一个具有广泛应用价值的γ-内酯化合物库。
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来源期刊
ACS Catalysis
ACS Catalysis CHEMISTRY, PHYSICAL-
CiteScore
20.80
自引率
6.20%
发文量
1253
审稿时长
1.5 months
期刊介绍: ACS Catalysis is an esteemed journal that publishes original research in the fields of heterogeneous catalysis, molecular catalysis, and biocatalysis. It offers broad coverage across diverse areas such as life sciences, organometallics and synthesis, photochemistry and electrochemistry, drug discovery and synthesis, materials science, environmental protection, polymer discovery and synthesis, and energy and fuels. The scope of the journal is to showcase innovative work in various aspects of catalysis. This includes new reactions and novel synthetic approaches utilizing known catalysts, the discovery or modification of new catalysts, elucidation of catalytic mechanisms through cutting-edge investigations, practical enhancements of existing processes, as well as conceptual advances in the field. Contributions to ACS Catalysis can encompass both experimental and theoretical research focused on catalytic molecules, macromolecules, and materials that exhibit catalytic turnover.
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