Pd-Catalyzed Intramolecular C–N Bond Cleavage, 1,4-Migration, sp<sup>3</sup>C–H Activation, and Heck Reaction: Four Controllable Diverse Pathways Depending on the Judicious Choice of the Base and Ligand
作者:Min Wang、Xiang Zhang、Yu-Xuan Zhuang、Yun-He Xu、Teck-Peng Loh
DOI:10.1021/ja512212x
日期:2015.1.28
Diverse and controllable pathways induced by palladium-catalyzed intramolecular Heck reaction of N-vinylacetamides for the synthesis of nitrogen-containing products in reasonable to high yields via tuning the phosphine ligands and bases are reported. Domino reactions including unique β-N-Pd elimination, 1,4-Pd migration, or direct acyl C-H bond functionalization were found to be involved forming different
报道了由钯催化的 N-乙烯基乙酰胺分子内 Heck 反应诱导的多样化和可控途径,用于通过调节膦配体和碱基以合理到高产率合成含氮产物。发现包括独特的 β-N-Pd 消除、1,4-Pd 迁移或直接酰基 CH 键官能化在内的多米诺反应分别涉及形成不同的产物。鉴于使用相同的起始材料通过完全不同的化学选择性过程生成不同产品的能力,这些当前的方法提供了在温和反应条件下直接获得有价值的含氮产品的方法,并激发了新反应的发现。