光氧化催化区域选择性1,3-烷氧基基化宝石-二氟环丙烷

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-12-04 DOI:10.1021/acs.orglett.4c0416910.1021/acs.orglett.4c04169

Jiaxuan Shen*, Meijun Chen and Xiaozheng Du,

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引用次数: 0

摘要

二氟乙烯和吡啶核是药物化学中非常重要的结构单元。本文报道了以环丙烷自由基阳离子为关键中间体，以4-氰吡啶和醇为原料，光氧化还原催化宝石二氟化环丙烷开环和1,3-烷氧基吡啶化反应的进展。该反应在温和条件下具有较高的区域选择性，可用于克级合成、缩合反应和生物分子的后期功能化。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Photoredox-Catalyzed Regioselective 1,3-Alkoxypyridylation of gem-Difluorocyclopropanes

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Photoredox-Catalyzed Regioselective 1,3-Alkoxypyridylation of gem-Difluorocyclopropanes

Difluoromethylene and pyridine cores are very important structural units in medicinal chemistry. Herein, we report the development of photoredox-catalyzed ring-opening and 1,3-alkoxypyridylation of gem-difluorinated cyclopropanes using 4-cyanopyrines and alcohols, employing cyclopropane radical cations as the key intermediate. The reaction exhibits high regioselectivity under mild conditions and can also be practiced on gram-scale synthesis, telescoped reaction, and late-stage functionalization of biological molecules.

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.