Ryoo Jeong Yup, Han Min Su
Department of Chemistry, Gwangju Institute of Science and Technology (GIST), 123, Cheomdangwagi-ro, Buk-gu, Gwangju, 61005, Republic of Korea.
Org Biomol Chem. 2024 Jul 31;22(30):6103-6107. doi: 10.1039/d4ob00576g.
Direct amidation of carboxylic acids with amines holds significant importance; therefore, catalytic processes involving boronic acids have undergone extensive investigation. However, studies focused on the amidation of aromatic carboxylic acids remain limited. In this study, we introduce a fluorescence-based screening methodology employing an anthracene derivative probe, facilitating the rapid evaluation of various amidation catalysts. Using this approach, boronic acids were evaluated for their catalytic potential. Our findings reveal that 2-hydroxyphenylboronic acid (C7), previously deemed inefficient for aliphatic acids, effectively catalyzes the amidation of aromatic acids. The catalysts identified through this method consistently achieved high yields, reaching up to 98% across a broad spectrum of substrates.
羧酸与胺的直接酰胺化反应具有重要意义；因此，涉及硼酸的催化过程已得到广泛研究。然而，专注于芳香族羧酸酰胺化反应的研究仍然有限。在本研究中，我们引入了一种基于荧光的筛选方法，该方法使用蒽衍生物探针，便于快速评估各种酰胺化催化剂。采用这种方法，对硼酸的催化潜力进行了评估。我们的研究结果表明，2-羟基苯硼酸（C7），以前被认为对脂肪酸无效，却能有效催化芳香酸的酰胺化反应。通过这种方法鉴定出的催化剂在广泛的底物范围内始终能实现高产率，高达98%。
