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Abstract
In the manuscript, a novel method for the preparation of cyclopenta[b]chromenocarbonitrile derivatives via [3+2] cycloaddition reaction of substituted 3-cyanochromones and N-cyclopropyloamines initiated by visible light catalysis in the presence of Eosin Y as a photocatalyst has been described. The key parameters responsible for the success of the described strategy are: visible light, small amount of photoredox catalyst, anhydrous solvent and inert atmosphere.
Supplementary materials
Title
Visible light promoted [3+2]-cycloaddition in the synthesis of cyclopenta[b]chromenocarbonitrile derivatives
Description
We have developed new visible light mediated sythetic methodology leading to the formation of hybrid molecules containing chromone and cyclopentans rings. The protocol was realized in the presence of 5 mol% of Eosin Y as a catalyst in dry DMSO as a solvent. The presented methodology gives access to fifteen functionalized cyclopenta[b]chromeno-carbonitriles 3aa-3ag under mild reaction conditions in good yields and diastereoselectivity.
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