Jiangxi Province Key Laboratory of Synthetic Chemistry, School of Chemistry, Biology and Material Science, East China University of Technology, Nanchang 330013, PR China.
Ministry of Education Key Laboratory of Functional Small Organic Molecule, Department of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022, PR China.
J Org Chem. 2022 Nov 4;87(21):14965-14969. doi: 10.1021/acs.joc.2c01977. Epub 2022 Oct 24.
Herein, we reported a practical and efficient strategy combining photoredox and enzyme catalysis for the construction of 3-aminoalkyl chromones from -hydroxyaryl enaminones and -arylglycine esters. A variety of 3-aminoalkyl chromones were synthesized with good yields under mild conditions in one pot. This synthetic protocol consists of sequential enzymatic hydrolysis and photoredox decarboxylation of -arylglycine esters, oxidation of aminoalkyl radicals, Mannich reaction, and intramolecular nucleophilic cyclization, which affords a convenient pathway for the preparation of various 3-substituted chromones.
在此,我们报道了一种实用且高效的策略,将光氧化还原和酶催化结合起来,从 -羟基芳基烯胺酮和 -芳基甘氨酸酯构建 3-氨烷基色酮。在温和条件下一锅法以良好的收率合成了多种 3-氨烷基色酮。该合成方案包括 -芳基甘氨酸酯的顺序酶解和光氧化还原脱羧、氨基烷基自由基的氧化、Mannich 反应和分子内亲核环化,为制备各种 3-取代色酮提供了一条方便的途径。