可见光诱导的双芳基乙烯基叠氮化物的自由基二氟甲基化/环化：cf2h标记的菲咯啶的容易获得

IF 1.7 4区化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR

Journal of Fluorine Chemistry Pub Date : 2024-11-01 DOI:10.1016/j.jfluchem.2024.110372

Guojie Yin , Jingjing Huang , Pengfei Hu , Weijun Fu

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引用次数: 0

摘要

在温和条件下，通过可见光介导的自由基二氟甲基化/亚胺基环化工艺，实现了二芳基乙烯基叠氮化物与易接近的[双（二氟乙酰氧基）碘]苯的直接二氟甲基化/环化。该反应通过光诱导的[双（二氟乙酰氧基）碘]苯的均解裂解引发了二氟甲基羧酸的脱羧，并以中高收率得到了一系列二氟甲基功能化的菲啶。该策略具有材料简单易得和无过渡金属条件的优点，因此预示着该方法在医学和合成化学中的广泛应用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Visible-light-induced radical difluoromethylation/cyclization of biarylvinyl azides: Facile access to CF2H-labelled phenanthridines

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Visible-light-induced radical difluoromethylation/cyclization of biarylvinyl azides: Facile access to CF2H-labelled phenanthridines

The direct difluoromethylation/cyclization of biarylvinyl azides with easily accessible [bis(difluoroacetoxy)iodo]benzene is achieved by visible-light-mediated radical difluoromethylation/iminyl cyclization process under mild conditions. The reaction initiates the decarboxylation of difluoromethyl carboxylic acids through light-induced the homolytic cleavage of [bis(difluoroacetoxy)iodo]benzene and affords a series of difluoromethyl functionalized phenanthridines in moderate to good yields. This strategy has the advantages of simple and readily available materials and transition metal-free conditions, thus boding well for the widespread applications of this method in medical and synthetic chemistry.

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来源期刊

Journal of Fluorine Chemistry 化学-无机化学与核化学

CiteScore

3.80

自引率

10.50%

发文量

审稿时长

33 days

期刊介绍： The Journal of Fluorine Chemistry contains reviews, original papers and short communications. The journal covers all aspects of pure and applied research on the chemistry as well as on the applications of fluorine, and of compounds or materials where fluorine exercises significant effects. This can include all chemistry research areas (inorganic, organic, organometallic, macromolecular and physical chemistry) but also includes papers on biological/biochemical related aspects of Fluorine chemistry as well as medicinal, agrochemical and pharmacological research. The Journal of Fluorine Chemistry also publishes environmental and industrial papers dealing with aspects of Fluorine chemistry on energy and material sciences. Preparative and physico-chemical investigations as well as theoretical, structural and mechanistic aspects are covered. The Journal, however, does not accept work of purely routine nature. For reviews and special issues on particular topics of fluorine chemistry or from selected symposia, please contact the Regional Editors for further details.