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US 11,440,892 B2Granted
Substituted dihydrobenzoxazinones, dihydroquinolones, and methods of their use and synthesis
AssigneeNorthwestern University
InventorsKarl A. Scheidt, Ansoo Lee
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Abstract
Disclosed are dihydrobenzoxazinone compounds, dihydroquinolone compounds, and methods of their synthesis. The disclosed compounds may be prepared by reacting a benzoxazinedione compound and a ketone compound in the presence of an N-heterocyclic carbine (NHC) catalyst to perform a NHC-catalyzed decarboxylative cycloaddition. The disclosed compounds may be utilized to treat diseases and disorders associated with the biological activity of dihydrobenzoxazinone compounds and dihydroquinolone compounds.
Claims19
A compound of the following formula or a salt or hydrate thereof:
- wherein:
- R1 is selected from alkyl, alkoxy, carboxyalkyl, haloalkyl, and amino;
- R2 is selected from cycloalkyl, aryl, heteroaryl, which optionally is substituted at one or more positions with a substituent selected from alkyl, alkoxy, halo, haloalkyl, and amino;
- R3, R4, R5, and R6 are independently selected from hydrogen, alkyl, alkoxy, halo, haloalkyl, and amino;
- X is selected from O and CH2;
- and
- Z is selected from O and CH2.
4 more elements
Dependencies are inferred from the claim text.