Visible-light-induced decarboxylative alkynylation of carboxylic acids in batch and continuous flow

Green Synthesis and Catalysis Pub Date : 2024-02-01 DOI:10.1016/j.gresc.2022.10.002

Longzhou Qin , Xinpeng Zhang , Hao Sun , Xiu Duan , Jie Liu , Mengyu Wu , Xin Yuan , Jiangkai Qiu , Kai Guo

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Abstract

A green efficient photoredox-catalyzed decarboxylative alkynylation of carboxylic acids with alkynyl bromides has been developed. This broadly applicable protocol is presented wherein α-amino, aliphatic and α-oxy acids are converted into useful alkynylation products. The commercially-available organic photocatalyst 4CzIPN is used as the photocatalyst, organic base DBU is utilized as the base, and DMSO serves as solvent. This strategy features mild conditions, is metal-free, and is environmentally friendly. The batch and continuous-flow protocols described were applied to obtain a broader substrate scope of functionalization (more than 50 examples). Furthermore, we demonstrate that the use of microflow technology enhanced and intensified the reaction process, achieving significantly reduced reaction times (i.e., 10 min of residence time).

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可见光诱导的间歇式和连续式羧酸脱羧炔化反应

我们开发出了一种绿色高效的光氧催化羧酸与炔基溴化物的脱羧炔基化反应。该方案具有广泛的适用性，可将α-氨基、脂肪族和α-氧基酸转化为有用的炔化产物。采用市售有机光催化剂 4CzIPN 作为光催化剂，有机碱 DBU 作为碱，DMSO 作为溶剂。该方法条件温和，不含金属，对环境友好。应用所述的间歇式和连续流动式方案，可获得更广泛的功能化基质范围（50 多个实例）。此外，我们还证明了微流技术的使用增强和强化了反应过程，大大缩短了反应时间（即 10 分钟的停留时间）。

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

Green Synthesis and Catalysis

CiteScore

14.40

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0.00%

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