Chemoenzymatic C,C-Bond Forming Cascades by Cryptic Vanadium Haloperoxidase Catalyzed Bromination

IF 5 1区 化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2024-12-31 DOI:10.1021/acs.orglett.4c04108
Qingqi Zhao, Ru Zhang, Johannes Döbber, Tanja Gulder
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Abstract

Inspired by natural cryptic halogenation in C,C-bond formation, this study developed a synthetic approach combining biocatalytic bromination with transition-metal-catalyzed cross-coupling. Using the cyanobacterial AmVHPO, a robust and sustainable bromination-arylation cascade was created. Genetic modifications allowed enzyme immobilization, enhancing the compatibility between biocatalysis and chemocatalysis. This mild, efficient method for synthesizing biaryl compounds provides a foundation for future biochemo cascade reactions harnessing halogenation as a traceless directing tool.

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隐型钒过氧化物酶催化溴化的化学酶C,C键形成级联
受C,C键形成过程中自然隐卤化的启发,本研究开发了一种结合生物催化溴化和过渡金属催化交叉偶联的合成方法。利用蓝细菌AmVHPO,创建了一个强大且可持续的溴化-芳基化级联。基因修饰使酶固定化成为可能,增强了生物催化和化学催化的相容性。这种温和、高效的合成联芳基化合物的方法为未来利用卤化作为无迹指示工具的生化级联反应奠定了基础。
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来源期刊
Organic Letters
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.
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