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自由基诱导的级联环化/羰基化反应构建 2-芳基-4-色满-4-酮。

Radical-Induced Cascade Annulation/Hydrocarbonylation for Construction of 2-Aryl-4-chromen-4-ones.

机构信息

Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials (State Key Laboratory Cultivation Base), College of Chemistry and Materials Science, Anhui Normal University, Wuhu 241000, China.

出版信息

Molecules. 2022 Nov 1;27(21):7412. doi: 10.3390/molecules27217412.

Abstract

A robust metal- and solvent-free cascade radical-induced C-N cleavage/intramolecular 6- annulation/hydrocarbonylation for the synthesis of the valuable 2-aryl-4-chromen-4-ones is described. This practical synthesis strategy utilizes propargylamines and air as the oxygen source and green carbonylation reagent, in which propargylamines are activated by the inexpensive and available dimethyl 2,2'-azobis(2-methylpropionate) (AIBME) and (PhSe) as the radical initiators. This simple and green protocol features wide substrate adaptability, good functional group tolerance, and amenability to scaling up and derivatizations.

摘要

一种稳健的无金属和无溶剂级联自由基诱导的 C-N 断裂/分子内 6-环化/羰基化反应,用于合成有价值的 2-芳基-4-色满-4-酮,被描述。这种实用的合成策略利用炔丙胺和空气作为氧源和绿色羰基化试剂,其中炔丙胺被廉价易得的二甲基 2,2'-偶氮双(2-甲基丙酸盐)(AIBME)和(PhSe)激活,作为自由基引发剂。这种简单而绿色的方案具有广泛的底物适应性、良好的官能团耐受性以及适合放大和衍生化的特点。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5e7d/9654733/d88c77f778d9/molecules-27-07412-sch001.jpg

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