通过苯酚与 3-溴氧化吲哚的脱芳烃作用，构建连续的季碳中心。

IF 2.7 3区化学 Q1 CHEMISTRY, ORGANIC

Organic & Biomolecular Chemistry Pub Date : 2024-09-30 DOI:10.1039/d4ob01163e

Hui Li , Xi Wang , Minhang Chang , Mengbo Wu , Xinyu Yuan , Xiangyu Hui , Hongbo Wei , Juyun Xi , Weiqing Xie

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引用次数: 0

摘要

本报告详细介绍了通过共轭加成原位生成的 3-溴吲哚-2-酮，对苯酚进行无过渡金属和无氧化脱芳烃反应的方法。该方法为合成一系列含有连续季碳中心 (CQCC) 的 3-取代羰基吲哚提供了有效途径，产率高达 99%。该反应的特点是条件温和、效率极高、环境相容性好、对官能团具有良好的耐受性，并可扩展至大规模生产。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Construction of contiguous quaternary carbon centers enabled by dearomatization of phenols with 3-bromooxindoles†

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Construction of contiguous quaternary carbon centers enabled by dearomatization of phenols with 3-bromooxindoles†

A transition metal-free and oxidation-free dearomatization of phenols through conjugate addition to in situ generated indol-2-one from 3-bromooxindole is detailed in this report. This methodology offers an effective approach for the synthesis of a range of 3-substituted oxindoles containing contiguous quaternary carbon centers (CQCCs) with yields of up to 99%. The reaction is characterized by mild conditions, exceptional efficiency, environmental compatibility, favorable functional group tolerance, and scalability to large-scale production.

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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.