Pincer manganese-catalyzed dehydrogenative synthesis of thiophene carboxylic acids from thiophene alcohols and aldehydes

IF 1.5 4区化学 Q3 CHEMISTRY, ORGANIC

Tetrahedron Letters Pub Date : 2026-03-01 Epub Date: 2025-12-23 DOI:10.1016/j.tetlet.2025.155950

Shan Lv , Hongxiang Tan , Xiaohui Jia , Yuntao Fan , Siyi Song , Feng He , Tianshu Kou , Zhihui Shao

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Abstract

Thiophene carboxylic acids are pivotal building blocks in medicinal and material chemistry. However, their synthesis relies on traditional stoichiometric oxidants or precious-metal catalysts, which are environmentally and economically concerning. This study reported a sustainable and atom-economical method for directly synthesizing thiophenic carboxylic acids using a manganese-catalyzed dehydrogenative coupling. A well-defined pincer Mn(I) complex as the catalyst was utilized to smoothly convert a wide range of thiophene alcohols and thiophene aldehydes to the corresponding carboxylic acids with the liberation of H₂ as the sole byproduct. The protocol exhibited excellent functional group tolerance and high efficiency. Additionally, the bifunctional thiophene alcohols or thiophene aldehydes could be efficiently converted into dicarboxylic acid products under optimal reaction conditions. This study provided a green and practical alternative to the existing methodologies.

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钳子锰催化噻吩醇和醛脱氢合成噻吩羧酸

噻吩羧酸是药物化学和物质化学的关键组成部分。然而，它们的合成依赖于传统的化学计量氧化剂或贵金属催化剂，这在环境和经济上都令人担忧。本文报道了一种可持续的、原子经济的锰催化脱氢偶联直接合成噻吩羧酸的方法。一种定义明确的钳形Mn(I)配合物作为催化剂，可将多种噻吩醇和噻吩醛顺利转化为相应的羧酸，唯一的副产物是H2的释放。该方案具有良好的官能团耐受性和高效率。此外，在最佳反应条件下，双功能噻吩醇或噻吩醛可以有效地转化为二羧酸产物。这项研究为现有的方法提供了一种绿色和实用的替代方案。

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来源期刊

Tetrahedron Letters 化学-有机化学

CiteScore

3.50

自引率

5.60%

发文量

521

审稿时长

28 days

期刊介绍： Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.