Origins of Regio- and Chemoselectivity in Iron-PDAI-Catalyzed [2+2+2] Cycloaddition Syntheses of 4,6-Disubstituted 2-Aminopyridines
Origins of Regio- and Chemoselectivity in Iron-PDAI-Catalyzed [2+2+2] Cycloaddition Syntheses of 4,6-Disubstituted 2-Aminopyridines
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DOI：
10.1021/acscatal.1c03871
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发表时间：
2021-12-03
期刊：
影响因子：
12.9
通讯作者：
Louie，Janis
中科院分区：
文献类型：
--
作者：
Harper，Jordan L.;Felten，Stephanie;Louie，Janis
报道了对铁/吡啶二亚胺 (PDAI) 催化的末端炔烃和氰胺分子间 [2+2+2] 环加成反应产生取代的 2-氨基吡啶的区域选择性和化学选择性起源的机制研究。本文公开的实验和计算研究的结合揭示了半不稳定的PDAI配体作为控制所得产物的观察到的区域选择性和化学选择性的重要因素的作用。
A mechanistic investigation into the origins of the regio- and chemoselectivities observed in iron/pyridine dialdimine (PDAI)-catalyzed intermolecular [2+2+2] cycloaddition reactions of terminal alkynes and cyanamides to yield substituted 2-amino-pyridines is reported. The combination of experimental and computational studies disclosed herein reveals the role of the hemilabile PDAI ligand as an important factor controlling the resultant product’s observed regio- and chemoselectivity.