Radical-Induced Cascade Annulation/Hydrocarbonylation for Construction of 2-Aryl-4<i>H</i>-chromen-4-ones

A robust metal- and solvent-free cascade radical-induced C-N cleavage/intramolecular 6-<i>endo-dig</i> annulation/hydrocarbonylation for the synthesis of the valuable 2-aryl-4<i>H</i>-chromen-4-ones is described. This practical synthesis strategy utilizes propargylamines and...

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Bibliographic Details
Main Authors: Xinwei He, Keke Xu, Yanan Liu, Demao Wang, Qiang Tang, Wenjie Hui, Haoyu Chen, Yongjia Shang
Format: Article
Language:English
Published: MDPI AG 2022-11-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/27/21/7412
Description
Summary:A robust metal- and solvent-free cascade radical-induced C-N cleavage/intramolecular 6-<i>endo-dig</i> annulation/hydrocarbonylation for the synthesis of the valuable 2-aryl-4<i>H</i>-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)<sub>2</sub> as the radical initiators. This simple and green protocol features wide substrate adaptability, good functional group tolerance, and amenability to scaling up and derivatizations.
ISSN:1420-3049