Microwave-Assisted One-Pot Synthesis of Diverse Tribenzo[a,f,h]azulen-10-ones

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-04-11 DOI:10.1021/acs.orglett.5c00309

Pradip S. Waghmare, Anil Balajirao Dapkekar, Gedu Satyanarayana

引用次数: 0

Abstract

Azulene-type polycyclic hydrocarbons have recently attracted a great deal of attention from researchers; however, their structure–property correlations and possible uses are not being fully explored due to the lack of effective synthesis techniques. Herein, we report a hitherto unexplored one-pot, microwave-assisted synthetic strategy toward diverse tribenzo[a,f,h]azulen-10-ones by tandem Suzuki coupling and a subsequent cyclo-condensation process. The strategy provides tribenzo[a,f,h]azulen-10-ones in good to excellent yields with structural versatility, including thiophene-embedded tribenzo[a,f,h]azulen-10-ones. In addition, UV–visible absorption studies have been used to investigate their structural and photophysical properties. This strategy offers a new platform for promptly synthesizing numerous unexplored azulenone units.

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微波辅助一锅法合成多种三苯并[a，f,h]azulen-10-ones

近来，偶氮烯类多环碳氢化合物引起了研究人员的极大关注；然而，由于缺乏有效的合成技术，人们尚未充分探索其结构-性质相关性和可能的用途。在此，我们报告了一种迄今为止尚未探索过的单锅微波辅助合成策略，通过串联铃木偶联和随后的环缩合过程合成出多种三苯并[a,f,h]氮杂烯-10-酮。该策略提供的三苯并[a,f,h]氮杂烯-10-酮具有良好到极佳的产率和结构多样性，包括噻吩嵌入三苯并[a,f,h]氮杂烯-10-酮。此外，还利用紫外-可见吸收研究来探讨它们的结构和光物理特性。这种策略为迅速合成大量未开发的氮酮单元提供了一个新平台。

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.