Department of Organic Chemistry, Shahid Beheshti University, Tehran, Iran.
Nanobiotechnology Research Center, Avicenna Research Institute, ACECR, Tehran, Iran.
PLoS One. 2024 Sep 18;19(9):e0308036. doi: 10.1371/journal.pone.0308036. eCollection 2024.
Chemoselective arylation of 5-aminopyrazoles was performed through oxidative formation of orthoquinones from catechols catalyzed by Myceliophthora thermophila laccase (Novozym 51003), and subsequently nucleophilic attack of 5-aminopyrazole to the catechol intermediates. The C-4 arylated products were obtained under extremely mild conditions without the need for amine protection or halogenation of the substrates. From this method, 10 derivatives with moderate to good efficiency (42-94%) were prepared.
通过嗜热毁丝霉漆酶（诺维信 51003）催化儿茶酚氧化形成邻醌，随后 5-氨基吡唑对儿茶酚中间体进行亲核进攻，实现了 5-氨基吡唑的选择性芳基化。在极其温和的条件下，无需对底物进行胺保护或卤化，即可得到 C-4 芳基化产物。该方法制备了 10 种具有中等至良好收率（42-94%）的衍生物。
