一种立体调谐的2-氟吡啶盐通过电子供体-受体配合物进行无催化剂、可见光介导的醇脱氧

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-03-07 DOI:10.1021/acs.orglett.5c00266

Takeshi Nanjo, Yixuan Lin, Yusei Fujii, Yoshiji Takemoto

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引用次数: 0

摘要

我们在这里报道了使用立体调谐的2-氟-1-甲基吡啶盐通过烷氧基吡啶中间体进行无催化剂、可见光介导的醇的脱氧转化。这一过程的关键是在吡啶环的3位上引入了一个庞大的环己基，它为C-O键的裂解和在吡啶环和胺之间形成电子供体-受体络合物提供了有利的构象。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

A Sterically Tuned 2-Fluoropyridinium Salt for the Catalyst-Free, Visible-Light-Mediated Deoxygenation of Alcohols via an Electron Donor–Acceptor Complex

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A Sterically Tuned 2-Fluoropyridinium Salt for the Catalyst-Free, Visible-Light-Mediated Deoxygenation of Alcohols via an Electron Donor–Acceptor Complex

We here report the use of a sterically tuned 2-fluoro-1-methylpyridinium salt for the catalyst-free, visible-light-mediated deoxygenative transformation of alcohols through alkoxypyridinium intermediates. The key to this process is the introduction of a bulky cyclohexyl group at the 3-position of the pyridinium ring, which enforces a favorable conformation for C–O bond cleavage and the formation of an electron donor–acceptor complex between the pyridinium ring and amines.

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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.