Assembly of Fluoranthenes via Cobalt-Catalyzed [2 + 2 + 2] Cycloaddition of 1,6-Diynes with Alkynes

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC Journal of Organic Chemistry Pub Date : 2025-02-13 DOI:10.1021/acs.joc.4c02853
Jinhui Cai, Kaili Cen, Jiahao Wei, Hongyi Lin, Haixia Zhang
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Abstract

A series of polyaryl-substituted fluoranthenes is built in good to excellent yields via Earth-abundant metal-catalyzed [2 + 2+ 2] cycloaddition of 1,6-diynes with alkynes is developed. This method runs smoothly using a cheap catalytic system (CoI2/dppe/Zn) as the catalyst. Generally, this strategy exhibits low cost, high efficiency, good atom economy, and good functional group tolerance. Additionally, both terminal alkynes, especially heteroaryl-substituted acetylenes, and internal alkyne, tolerate smoothly in this work. Furthermore, the photophysical properties of the selected fluoranthenes is also investigated.

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钴催化[2 + 2 + 2]1,6-二炔与炔环加成组装氟蒽
通过稀土金属催化[2 + 2+ 2]环加成1,6-二炔与炔烃的反应,得到了一系列收率较高的聚芳基取代氟蒽。该方法使用廉价的催化体系(CoI2/dppe/Zn)作为催化剂,运行平稳。总体而言,该策略具有低成本、高效率、良好的原子经济性和良好的官能团容忍度。此外,末端炔,特别是杂芳基取代乙炔和内炔在这一过程中耐受良好。此外,还研究了所选荧光蒽的光物理性质。
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来源期刊
Journal of Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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