Iodine-Mediated α-C–H Amination of Carbonyl Compounds via Nitrogen-Directed Oxidative Umpolung
作者:Manman Wang、Xiaofei Yi、Wenjun Ye、Qinhao Shi、Wenquan Yu、Junbiao Chang
DOI:10.1021/acs.joc.3c00613
日期:2023.7.7
A new synthetic strategy for direct C(sp3)–H amination of carbonyl compounds at their α-carbon has been established employing molecular iodine and nitrogen-directed oxidative umpolung. In this transformation, iodine acts not only as an iodinating reagent but also as a Lewis acid catalyst, and both the nitrogen-containing moiety and the carbonyl group in the substrate play important roles. This synthetic
采用分子碘和氮定向氧化反极性,建立了一种新的合成策略,用于羰基化合物在 α-碳上的直接 C( sp 3 )–H 胺化。在此转化中,碘不仅充当碘化试剂,还充当路易斯酸催化剂,底物中的含氮部分和羰基都发挥着重要作用。这种合成方法适用于多种羰基底物,包括酯、酮和酰胺。其特点还包括不需要过渡金属、反应条件温和、反应时间短、可实现克级规模合成。