Direct Photochemical Synthesis of Substituted Benzo[b]fluorenes

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-11-24 DOI:10.1021/acs.orglett.4c03978

Ruairi Crawford, Yannick Ortin, Brendan Twamley, Marcus Baumann

引用次数: 0

Abstract

We report a new and straightforward route toward substituted benzo[b]fluorenes via the direct photochemical conversion of alkynylated chalcones. This transformation exploits a high-power light-emitting diode emitting ultraviolet A light to enable the rapid formation of the target products (t_res = 5 min). A continuous flow approach thereby facilitates reproducibility and scalability, granting streamlined access to these important scaffolds and their derivatives. A mechanistic proposal based on a biradical species is presented and supported by deuteration studies.

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直接光化学合成取代的苯并[b]芴

我们报告了通过炔化查耳酮的直接光化学转化获得取代的苯并[b]芴的一条新的直接路线。这种转化利用大功率发光二极管发射紫外线 A 光，从而快速形成目标产物（tres = 5 分钟）。因此，连续流方法有助于提高可重复性和可扩展性，从而简化了这些重要支架及其衍生物的获取过程。本文提出了一个基于双拉德分子的机理建议，并得到了氘化研究的支持。

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

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.