ArticleThe Journal of organic chemistry2026
Cascade Iodine-Catalyzed Synthesis of Nitrogenated Aromatics from 2-Pyrones.
Article in The Journal of organic chemistry, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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5 authors.
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Abstract
Herein, we report an improved strategy for the synthesis of nitrogen-containing aromatic compounds featuring a nitrogen atom directly attached to a benzene ring. The method relies on a thermal one-pot Diels-Alder/decarboxylation/iodine-catalyzed aromatization cascade reaction starting from 2-pyrones, enabling access to novel C-3-nitrogenated phthalimides and related aromatics in yields of up to 95%. Iodine, a simple and readily available catalyst, was employed to promote the transformation while effectively suppressing the competing second Diels-Alder reaction. Subsequent derivatization demonstrated the synthetic utility of this approach through the preparation of pomalidomide, an immunomodulatory drug.
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