光氧化和钯催化的芳基环丙烷与烯丙基酯的 1,3-丙氧基烯丙基化协同作用

IF 13.1 1区化学 Q1 CHEMISTRY, PHYSICAL

ACS Catalysis Pub Date : 2024-11-13 DOI:10.1021/acscatal.4c05180

Lixu Ren, Jun Wei, Ying Yu, Liya Huang, Lin Yang, Jun Wang, Na Hao, Qiang Fu, Dong Yi, Siping Wei, Ji Lu

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引用次数: 0

摘要

我们开发出了一种协同光氧化和钯催化的芳基环丙烷与烯丙基酯的 1,3-乙酰氧基烯丙基化反应。在钯催化的烯丙基化反应中，芳基环丙烷被史无前例地用作自由基前体，而烯丙基酯则作为双功能试剂，从而提供作为亲核剂的酰氧基和作为自由基清除剂的烯丙基，以形成苄基 C（sp3）-C（sp3）键。这种氧化还原中性反应具有 100% 的原子经济性和良好的官能团耐受性，已成功应用于药物衍生物的后期改性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Synergistic Photoredox and Palladium-Catalyzed 1,3-Acyloxyallylation of Aryl Cyclopropanes with Allyl Esters

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Synergistic Photoredox and Palladium-Catalyzed 1,3-Acyloxyallylation of Aryl Cyclopropanes with Allyl Esters

A synergistic photoredox and palladium-catalyzed 1,3-acyloxyallylation of aryl cyclopropanes with allyl esters has been developed. Aryl cyclopropanes are unprecedentedly employed as radical precursors in palladium-catalyzed allylation reactions with allyl esters acting as bifunctional reagents, thereby providing acyloxy groups as nucleophiles and the allyl moiety as a radical scavenger for the formation of benzylic C(sp³)–C(sp³) bonds. This redox-neutral reaction exhibits 100% atom economy and good functional group tolerance and has been successfully applied to the late-stage modification of pharmaceutical derivatives.

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来源期刊

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.