钯催化芳基碘化物向非活化C(sp3)-H键转移碘化。

IF 15.6 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Journal of the American Chemical Society Pub Date : 2025-04-16 Epub Date: 2025-04-04 DOI:10.1021/jacs.5c02553

Emilien Le Saux, Bill Morandi

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引用次数: 0

摘要

我们报告了一种催化非活化 C(sp3)-H 键碘化的新策略。该方法融合了穿梭催化和光催化钯催化的概念，采用芳基碘化物作为氢原子转移试剂和碘供体。在温和的条件下，利用非典型的 Pd0/PdI 催化循环将碘从 C（sp2）键转移到 C（sp3）-H 键，从而容忍敏感的官能团。这种机制还可用于利用系统的可逆步骤实现 C(sp3)-H 硫醇化。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Palladium-Catalyzed Transfer Iodination from Aryl Iodides to Nonactivated C(sp3)-H Bonds.

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Palladium-Catalyzed Transfer Iodination from Aryl Iodides to Nonactivated C(sp³)-H Bonds.

We report a new strategy for the catalytic iodination of nonactivated C(sp³)-H bonds. The method merges the concepts of shuttle and light-enabled palladium catalysis to employ aryl iodides as both hydrogen atom transfer reagents and iodine donors. A noncanonical Pd⁰/Pd^I catalytic cycle is harnessed to transfer iodine from a C(sp²) to a C(sp³)-H bond under mild conditions, which tolerate sensitive functional groups. This mechanism is also applied to implement a C(sp³)-H thiolation that exploits reversible steps of the system.

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来源期刊

Journal of the American Chemical Society 化学-化学综合

CiteScore

24.40

自引率

6.00%

发文量

2398

审稿时长

1.6 months

期刊介绍： The flagship journal of the American Chemical Society, known as the Journal of the American Chemical Society (JACS), has been a prestigious publication since its establishment in 1879. It holds a preeminent position in the field of chemistry and related interdisciplinary sciences. JACS is committed to disseminating cutting-edge research papers, covering a wide range of topics, and encompasses approximately 19,000 pages of Articles, Communications, and Perspectives annually. With a weekly publication frequency, JACS plays a vital role in advancing the field of chemistry by providing essential research.