钌催化非活化烯烃通过氰基迁移和间位c (sp2) -H功能化的远程三官能化

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-01-28 DOI:10.1021/acs.orglett.4c04445

Jun-Lei Zhang, Xin-Lan Zhao, You-Zhi Liao, Yi Zhao, Fei Pan

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引用次数: 0

摘要

采用远端氰基迁移和元c (sp2) -H功能化策略，提出了一种新型钌催化自由基触发的己烯腈三官能化反应。通过远端氰基迁移，烯基部分发生失能，形成苯基中间体。该中间体促进相对于Ru（III）配合物中C-Ru键的准选择性C-H键加成，最终实现三官能化。这种方法提供了一个有效的途径，以多种多样的含腈化合物具有广泛的官能团相容性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Ruthenium-Catalyzed Remote Trifunctionalization of Non-Activated Alkenes via Cyano Migration and meta-C(sp2)–H Functionalization

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Ruthenium-Catalyzed Remote Trifunctionalization of Non-Activated Alkenes via Cyano Migration and meta-C(sp2)–H Functionalization

A novel Ru-catalyzed radical-triggered trifunctionalization of hexenenitriles is presented, employing a strategy of remote cyano group migration and meta-C(sp²)–H functionalization. Through remote cyano migration, the alkenyl moiety undergoes difunctionalization to the formation of a benzylic radical intermediate. This intermediate facilitates para-selective C–H bond addition relative to the C–Ru bond within the Ru(III) complex, ultimately enabling trifunctionalization. This methodology provides an efficient route to a diverse array of nitrile-containing compounds with broad functional group compatibility.

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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.