Dept. of Chemistry, University of Hamburg, Martin Luther King Pl 6, 20146, Hamburg, Germany.
Chemistry. 2020 Jul 2;26(37):8239-8243. doi: 10.1002/chem.202002410. Epub 2020 Jun 11.
Functionalization with C1-building blocks are key synthetic methods in organic synthesis. The low reactivity of the most abundant C -molecule, carbon dioxide, makes alternative carboxylation reactions with CO -surrogates especially important. We report a photoredox-catalyzed protocol for alkene carbamoylations. Readily accessible 4-carboxamido-Hantzsch esters serve as convenient starting materials that generate carbamoyl radicals upon visible light-mediated single-electron transfer. Addition to various alkenes proceeded with high levels of regio- and chemoselectivity.
用 C1 砌块进行功能化是有机合成中的关键合成方法。最丰富的 C 分子二氧化碳的反应性低,因此使用 CO 替代物进行羧化反应尤为重要。我们报告了一种光氧化还原催化的烯烃碳酰胺化反应。易于获得的 4-羧酰胺基-哈奇酯作为方便的起始原料,在可见光介导的单电子转移下生成碳酰胺自由基。该反应对各种烯烃加成具有很高的区域和化学选择性。