配体促进醇类的远端γ-C(sp3) -H氯化和溴化

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-02-04 DOI:10.1021/acs.joc.4c0303110.1021/acs.joc.4c03031

Yang-Yang Tu, Jun Luo* and Chao Jiang*,

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引用次数: 0

摘要

本文报道了一种Pd（II）催化的脂肪醇f-C(sp3) -H氯化和溴化的方案，采用NCS和NBS作为卤化试剂。2-吡啶酮配体和碱的加入对反应的成功至关重要。该方法具有良好的官能团耐受性。克级反应和导向基团的易去除表明其在合成含季碳的γ-氯或溴醇方面具有潜在的应用前景。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Ligand-Promoted Remote γ-C(sp3)–H Chlorination and Bromination of Alcohols

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Ligand-Promoted Remote γ-C(sp3)–H Chlorination and Bromination of Alcohols

Herein, we report a Pd(II)-catalyzed protocol f-C(sp³)–H chlorination and bromination of aliphatic alcohols using NCS and NBS as the halogenating reagents. The addition of 2-pyridone ligand and base was crucial to the success of the reaction. The method showed excellent functional group tolerance. The gram-scale reaction and the facile removal of the directing group demonstrated its potential application in the synthesis of γ-chloro or bromo alcohols containing quaternary carbon.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.