Department of Pharmaceutical Technology (Process Chemistry), ‡Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research , S. A. S. Nagar, Punjab 160062, India.
J Org Chem. 2017 Jul 21;82(14):7346-7352. doi: 10.1021/acs.joc.7b00966. Epub 2017 Jul 10.
A palladium-catalyzed tandem oxidative annulation of primary benzamides with acrylates via intermolecular N-alkenylation followed by intramolecular C-alkenylation yielded a stereoselective synthesis of (E)-3-methyleneisoindolin-1-ones. The study unveils, for the first time, that only E-enamides could undergo intramolecular oxidative cyclization under the optimized conditions to give isoindolinones. The current strategy represents an umpolung strategy when compared to the literature approaches that use benzamides.
钯催化的通过分子间 N-烯丙基化和分子内 C-烯丙基化的一级苯甲酰胺与丙烯酸酯的串联氧化环化反应，立体选择性地合成了（E）-3-亚甲基异吲哚啉-1-酮。该研究首次揭示，只有 E-烯酰胺在优化条件下才能进行分子内氧化环化生成异吲哚啉酮。与使用苯甲酰胺的文献方法相比，当前策略代表了一种反转策略。
