用醇促进n -杂芳烃的C(sp3)-H烷基化：一种实用方法。

IF 2.7 3区化学 Q1 CHEMISTRY, ORGANIC

Organic & Biomolecular Chemistry Pub Date : 2025-07-22 DOI:10.1039/d5ob01053e

Velayudham Sankar , Radhakrishnan Sakthiganapathi , Akanksha Singh Baghel , Bitragunta Sivakumar , Subramaniyan Mannathan

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引用次数: 0

摘要

我们提出了一种无过渡金属和环境友好的方法，用于甲基取代n-杂环芳烃中C(sp3)-H键的烷基化，使用醇，由邻苯二酚介导。这个简单实用的方案采用现成的醇作为烷基化剂，使用广泛的脂肪族、芳香族和杂芳香族醇，以良好到优异的产量提供所需的烷基化n -杂芳烃。该方法还表现出与各种取代甲基- n -杂芳烃的广泛相容性，以中等到较高的收率提供c -烷基化产物。机理研究，包括氘标记和中间体分析，证实了反应是通过借氢途径进行的。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Bathophenanthroline-promoted C(sp3)–H alkylation of N-heteroarenes using alcohols: a practical approach

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Bathophenanthroline-promoted C(sp3)–H alkylation of N-heteroarenes using alcohols: a practical approach

We present a transition-metal-free and environmentally friendly method for the alkylation of C(sp³)–H bonds in methyl-substituted N-heteroarenes using alcohols, mediated by bathophenanthroline. This straightforward and practical protocol employs readily available alcohols as alkylating agents, affording the desired alkylated N-heteroarenes in good to excellent yields using a broad range of aliphatic, aromatic, and heteroaromatic alcohols. The method also exhibits broad compatibility with various substituted methyl-N-heteroarenes, affording C-alkylated products in moderate to good yields. Mechanistic investigations, including deuterium-labeling and intermediate analysis, confirm that the reaction proceeds via a borrowing-hydrogen (BH) pathway.

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来源期刊

Organic & Biomolecular Chemistry 化学-有机化学

CiteScore

5.50

自引率

9.40%

发文量

1056

审稿时长

1.3 months

期刊介绍： Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.