电子催化的氨羰基化反应：由烯基碘化物、一氧化碳和胺合成α,β-不饱和酰胺
Electron-Catalyzed Aminocarbonylation: Synthesis of α,β-Unsaturated Amides from Alkenyl Iodides, CO, and Amines.
作者信息
Picard Baptiste, Fukuyama Takahide, Bando Takanobu, Hyodo Mamoru, Ryu Ilhyong
机构信息
Organization for Research Promotion, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan.
Department of Chemistry, Graduate School of Science, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan.
出版信息
Org Lett. 2021 Dec 17;23(24):9505-9509. doi: 10.1021/acs.orglett.1c03714. Epub 2021 Nov 29.
Aminocarbonylation of alkenyl iodides with CO and amines proceeded under heating to produce α,β-unsaturated amides in good yields (23 examples, 71% average yield). This catalyst-free method exhibited good functional-group tolerance, and open a straightforward access to functionalized acrylamides, as illustrated by the synthesis of Ilepcimide. A hybrid radical/ionic mechanism involving chain electron transfer is proposed for this transformation.
烯基碘化物与一氧化碳和胺的氨羰基化反应在加热条件下进行，能以良好的产率生成α,β-不饱和酰胺（23个实例，平均产率71%）。这种无催化剂方法具有良好的官能团耐受性，为合成官能化丙烯酰胺提供了一条直接途径，如异亮氨酰亚胺的合成所示。对于这种转化，提出了一种涉及链电子转移的自由基/离子混合机理。
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