Transition-metal-free decarbonylation-oxidation of 3-arylbenzofuran-2(3H)-ones: access to 2-hydroxybenzophenones.

IF 2.2 4区 化学 Q2 CHEMISTRY, ORGANIC Beilstein Journal of Organic Chemistry Pub Date : 2024-10-21 eCollection Date: 2024-01-01 DOI:10.3762/bjoc.20.223
Bhaskar B Dhotare, Seema V Kanojia, Chahna K Sakhiya, Amey Wadawale, Dibakar Goswami
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Abstract

A transition-metal-free decarbonylation-oxidation protocol for the conversion of 3-arylbenzofuran-2(3H)-ones to 2-hydroxybenzophenones under mild conditions has been developed. NMR studies confirmed the role of in-situ-generated hydroperoxide in the conversion. The protocol was applied to a diverse range of substrates to access the target products in good to excellent yields. A structure-activity study for the 5-substituted-2-hydroxybenzophenones towards UV-protection abilities has been verified by mathematical calculations.

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3- 芳基苯并呋喃-2(3H)-酮的无过渡金属脱羰基氧化反应:获得 2-羟基二苯甲酮。
我们开发了一种在温和条件下将 3-芳基苯并呋喃-2(3H)-酮转化为 2-羟基二苯甲酮的无过渡金属脱羰基-氧化方案。核磁共振研究证实了原位生成的过氧化氢在转化过程中的作用。该方案适用于多种底物,能以良好到极佳的收率获得目标产物。通过数学计算,验证了 5-取代的-2-羟基二苯甲酮类化合物在紫外线防护能力方面的结构-活性研究。
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
CiteScore
4.90
自引率
3.70%
发文量
167
审稿时长
1.4 months
期刊介绍: The Beilstein Journal of Organic Chemistry is an international, peer-reviewed, Open Access journal. It provides a unique platform for rapid publication without any charges (free for author and reader) – Platinum Open Access. The content is freely accessible 365 days a year to any user worldwide. Articles are available online immediately upon publication and are publicly archived in all major repositories. In addition, it provides a platform for publishing thematic issues (theme-based collections of articles) on topical issues in organic chemistry. The journal publishes high quality research and reviews in all areas of organic chemistry, including organic synthesis, organic reactions, natural product chemistry, structural investigations, supramolecular chemistry and chemical biology.
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