通过咪唑烷-4-硫酮对有机催化烯胺的 - 烷基化对其的激活作用。
The effect of -alkylation on organocatalytic enamine activation through imidazolidine-4-thiones.
机构信息
Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstr. 5-13, München 81377, Germany.
Max-Planck-Institute for Astronomy, Königstuhl 17, Heidelberg 69117, Germany.
出版信息
Chem Commun (Camb). 2023 Jun 27;59(52):8091-8094. doi: 10.1039/d3cc01912h.
Imidazolidine-4-thiones have been suggested as potential prebiotic organocatalysts for light-driven α-alkylations of aldehydes by bromoacetonitrile. However, imidazolidine-4-thiones react with bromoacetonitrile to give -cyanomethylated dihydroimidazoles. Kinetic studies show that enamines derived from these cyclic secondary amines and aldehydes are more nucleophilic than enamines derived from aldehydes and MacMillan organocatalysts.
咪唑烷-4-硫酮被认为是潜在的前生物有机催化剂，可通过溴乙腈实现光驱动的醛的α-烷基化反应。然而，咪唑烷-4-硫酮与溴乙腈反应生成 -氰甲基二氢咪唑。动力学研究表明，这些环状仲胺和醛衍生的烯胺比醛和 MacMillan 有机催化剂衍生的烯胺具有更高的亲核性。
Zotero 插件