三聚氰胺-氰尿酸复合物中氮化碳的可见光催化可持续合成(±)-普瑞巴林

Sumin Kim , Hyunwoo Choi , Minjoon Kwak , Youngran Seo , Dongwon Yoo
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引用次数: 0

摘要

制药行业长期以来一直在寻求有效和环境可持续的方法来合成具有药用价值的分子,特别是强效的γ-氨基丁酸(GABA)衍生物。光催化已经成为一种很有前途的方法,提供温和的反应条件并利用可再生能源。在本研究中,我们提出了一种新的、可持续的光催化策略,以三聚氰胺和氰尿酸(CN-MC)复合物衍生的氮化碳为催化剂,合成(±)-普瑞巴林,这是一种有价值的GABA衍生物。在可见光照射下,CN-MC表现出优异的光催化性能,在可见光驱动的脱羧自由基共轭加成中实现了99%的优异产率。形成的β-取代的γ-内酰胺中间体是合成(±)-普瑞巴林的关键组成部分。此外,CN-MC作为光催化剂的可回收性和可扩展性增强了该工艺的生态友好性,使其成为大规模药物合成的一种有吸引力的选择。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Visible-light-driven photocatalysis for the sustainable synthesis of (±)-pregabalin using carbon nitride from melamine-cyanuric acid complex

Visible-light-driven photocatalysis for the sustainable synthesis of (±)-pregabalin using carbon nitride from melamine-cyanuric acid complex

The pharmaceutical industry has long sought efficient and environmentally sustainable methods for the synthesis of pharmaceutically significant molecules, particularly potent γ-amino butyric acid (GABA) derivatives. Photocatalysis has emerged as a promising approach, offering mild reaction conditions and utilizing renewable energy sources. In this study, we present a novel and sustainable photocatalytic strategy for the synthesis of (±)-pregabalin, a valuable GABA derivative, using carbon nitride derived from the complex of melamine and cyanuric acid (CN-MC) as the catalyst. Under visible light irradiation, CN-MC demonstrated outstanding photocatalytic performance, achieving an excellent 99% yield in the visible-light-driven decarboxylative radical conjugate addition. The formed β-substituted γ-lactam intermediate serves as a crucial building block for the synthesis of (±)-pregabalin. Moreover, the recyclability and scalability of CN-MC as a photocatalyst enhance the process's eco-friendliness, making it an appealing option for large-scale pharmaceutical synthesis.

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