State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering , Nanjing University , 163 Xianlin Avenue , 210023 Nanjing , China.
J Org Chem. 2019 Nov 1;84(21):14360-14368. doi: 10.1021/acs.joc.9b02318. Epub 2019 Oct 18.
Functionalized -heteroarenes are highly desired motifs in medicinal chemistry and pharmaceutical industry. Minisci-type reactions usually require a protonated -heteroarene for the alkyl radical to attack. This work describes a leaving-group-assisted redox-active ester to enable direct coupling of an amino acid with -heteroarenes. The efficient and sustainable photoredox strategy provides rapid access to an alkylated heterocyclic manifold.
功能化的杂芳环是药物化学和制药工业中非常需要的结构单元。Minisci 型反应通常需要质子化的杂芳环作为烷基自由基的攻击点。本工作描述了一种离去基团辅助的氧化还原活性酯，可实现氨基酸与杂芳环的直接偶联。高效可持续的光氧化还原策略为构建烷基化杂环骨架提供了快速途径。
