铜催化的2-炔基偶氮苯的氢胺化反应：3-烯基-2-吲唑的合成
Copper-Catalyzed Hydroamination of 2-Alkynylazobenzenes: Synthesis of 3-Alkenyl-2-Indazoles.
作者信息
Mañas Clara, Herrero-Bourdieu Juan, Merino Estíbaliz
机构信息
Departamento de Química Orgánica y Química Inorgánica, Instituto de Investigación Andrés M. del Río (IQAR), Facultad de Farmacia, Universidad de Alcalá, Alcalá de Henares, 28805 Madrid, Spain.
Instituto Ramón y Cajal de Investigación Sanitaria (IRYCIS), Ctra. De Colmenar Viejo, Km. 9.100, 28034 Madrid, Spain.
出版信息
J Org Chem. 2024 Nov 15;89(22):16883-16888. doi: 10.1021/acs.joc.4c02144. Epub 2024 Nov 2.
A copper-catalyzed intramolecular synthesis of 3-alkenyl-2-indazoles from 2-alkynylazobenzenes is described. The reaction proceeds in a single step via C-N bond formation and a subsequent 1,2-hydride shift, affording products in high yields. DFT calculations suggest the 1,2-hydride shift as the rate-determining step. Further derivatization enables functionalization of the 3-alkenyl-2-indazoles.
本文描述了一种由2-炔基偶氮苯通过铜催化分子内合成3-烯基-2-吲唑的方法。该反应通过C-N键形成和随后的1,2-氢迁移一步进行，以高产率得到产物。密度泛函理论计算表明1,2-氢迁移是速率决定步骤。进一步的衍生化能够实现3-烯基-2-吲唑的官能化。
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