Abstract
The RhIII-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 nitro-dihydroisocoumarin. 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.
Original language | English (US) |
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Pages (from-to) | 4381-4388 |
Number of pages | 8 |
Journal | European Journal of Organic Chemistry |
Volume | 2018 |
Issue number | 32 |
DOIs | |
State | Published - Aug 31 2018 |
Keywords
- Annulation
- C–H activation
- Nitroalkenes
- Nitrogen heterocycles
- Synthetic methods
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry