RhIII-Catalyzed Synthesis of Isoquinolones and 2-Pyridones via Annulation of N -Methoxyamides and Nitroalkenes

European Journal of Organic Chemistry
Tyler J PotterJonathan A Ellman

Abstract

The Rh(III)-catalyzed synthesis of 4-substituted isoquinolones and 2-pyridones by the annulation of N-methoxyamides and nitroalkenes has been developed. Both aliphatic and aromatic nitroalkenes were effective inputs. Annulations also proceeded for aromatic, alkenyl, and heteroaromatic C-H bond starting materials. Moreover, benzoic acid provided a novel nitrodihydroisocoumarin. The structure and relative stereochemistry of this compound, which is an oil at room temperature, was determined unambiguously by single crystal X-ray diffraction of its inclusion complex with a hydrogen-bonded host framework.

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Citations

Oct 4, 2019·Nature Communications·Yuantao LiMichael D Ward
Nov 25, 2021·Organic & Biomolecular Chemistry·Subarna PanRajarshi Samanta

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