Crafting tetrahydronaphthalene or tetrahydroquinoline scaffolds by oxidative coupling of C(sp2)–H/C(sp3)–Si bond

IF 9.8 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Science China Chemistry Pub Date : 2026-08-17 DOI:10.1007/s11426-025-3356-4

Qian Zhang, Yuling Liu, Tingting Dan, Mingyu Yang, Zhang-Jie Shi

引用次数: 0

Abstract

Direct coupling of C–H bonds with organometallic reagents is a cornerstone of synthetic organic chemistry. However, achieving the direct coupling of C(sp³)–Si bonds with C–H bonds remains significantly challenging. In this study, we developed a ligand-assisted, silver-mediated intramolecular oxidative coupling strategy between unactivated organosilane (C(sp³)–Si) reagents and C(sp²)–H bonds. This method exhibits broad substrate tolerance, accommodating both electron-donating and electron-withdrawing substituents. It provides a straightforward and efficient approach to access a diverse range of tetrahydronaphthalene and tetrahydroquinoline scaffolds.

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通过C(sp2) -H /C(sp3) -Si键氧化偶联制备四氢萘或四氢喹啉支架

碳氢键与有机金属试剂的直接偶联是合成有机化学的基石。然而，实现C(sp3) -Si键与C - h键的直接偶联仍然具有很大的挑战性。在这项研究中，我们开发了一种配体辅助，银介导的分子内氧化偶联策略，在未活化的有机硅烷（C(sp3) -Si）试剂和C(sp2) -H键之间。该方法具有广泛的底物耐受性，可容纳供电子和吸电子取代基。它提供了一种简单有效的方法来获取各种各样的四氢萘和四氢喹啉支架。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Science China Chemistry CHEMISTRY, MULTIDISCIPLINARY-

CiteScore

14.40

自引率

7.30%

发文量

3787

审稿时长

2.2 months

期刊介绍： Science China Chemistry, co-sponsored by the Chinese Academy of Sciences and the National Natural Science Foundation of China and published by Science China Press, publishes high-quality original research in both basic and applied chemistry. Indexed by Science Citation Index, it is a premier academic journal in the field. Categories of articles include: Highlights. Brief summaries and scholarly comments on recent research achievements in any field of chemistry. Perspectives. Concise reports on thelatest chemistry trends of interest to scientists worldwide, including discussions of research breakthroughs and interpretations of important science and funding policies. Reviews. In-depth summaries of representative results and achievements of the past 5–10 years in selected topics based on or closely related to the research expertise of the authors, providing a thorough assessment of the significance, current status, and future research directions of the field.