College of Science, China Agricultural University, 2 West Yuanmingyuan Road, Beijing 100193, China.
Org Lett. 2022 Aug 5;24(30):5546-5551. doi: 10.1021/acs.orglett.2c02053. Epub 2022 Jul 26.
Because of the importance of polyfunctional amines, C-N bond formation is important in synthetic organic chemistry. Here we present a neutral amination reaction using azides as the nitrogen source and arylboronic acids with a rhodium(I) catalyst to afford alkyl-aryl and aryl-aryl secondary amines. Natural products and pharmaceutical derivatives were applied, and gram-scale reactions were performed, which demonstrated the utility. Mechanistic experiments and DFT calculations suggested that the reaction involves a metal-nitrene intermediate.
由于多功能胺的重要性，C-N 键的形成在有机合成化学中非常重要。在这里，我们提出了一种使用叠氮化物作为氮源和芳基硼酸与铑（I）催化剂的中性胺化反应，以提供烷基-芳基和芳基-芳基仲胺。天然产物和药物衍生物被应用，并且进行了克级反应，证明了其有用性。机理实验和 DFT 计算表明，该反应涉及金属氮烯中间体。
