依赖溶剂的光催化n-杂环无受体脱氢/脱氢偶联芳构化。

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-07-22 DOI:10.1021/acs.orglett.5c02735

Cheng Huang,Sheng Tang,Ying Wang,Chen-Lu Wang,Ming-Zhi Du,Jia Qiao,Zhenhong Wei,Hu Cai

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引用次数: 0

摘要

采用有机光氧化还原/钴双催化，在室温条件下完成了n-杂环的无溶剂依赖性脱氢和脱氢偶联芳构化反应。以丙酮为溶剂，脱氢产物（杂环芳烃）收率较高，而以DCE为溶剂则有利于脱氢偶联芳构化产物（生物杂环芳烃）的生成。该光化学反应具有无贵金属、反应条件温和、原子经济性和化学选择性等特点。初步的机理研究表明，在有机光催化循环中参与了还原性猝灭过程。

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Solvent-Dependent Photocatalytic Acceptorless Dehydrogenation/Dehydrogenation-Coupling-Aromatization of N-Heterocycles.

A solvent-dependent acceptorless dehydrogenation and dehydrogenation-coupling-aromatization of N-heterocycles at room temperature have been accomplished by using organophotoredox/cobalt dual catalysis. In the presence of acetone as solvent, the dehydrogenation product (heteroarenes) is obtained in good to high yields, whereas employment of DCE as solvent favors the formation of dehydrogenation-coupling-aromatization product (biheteroarenes). The photochemical reaction highlights noble metal-free, mild reaction conditions, atom economy, and chemo-selectivity. Primary mechanistic studies revealed a reductive quenching process was involved in the organo-photocatalytic cycle.

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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.