Substituted chromanes, analogs thereof, and methods of use and synthesis
AssigneeNorthwestern University
InventorsKarl A. Scheidt, Rick C. Betori, Benjamin R. McDonald
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Abstract
Disclosed are chromane compounds, analogs thereof, and methods of their synthesis and use. The compounds may be synthesized by methods involving reductive annulations of arylidene malonates with unsaturated electrophiles using photoredox/Lewis acid cooperative catalysis. The compounds may be formulated in a pharmaceutical composition for treating one of the aforementioned diseases or disorders.
Claims21
A compound of the following formula or a salt or hydrate thereof:
- wherein:
- R1 and R2 are independently selected from carboxy and carboxyalkyl;
- R3 and R4 are independently selected from hydrogen, alkoxy, carboxy, carboxyalkyl, aryl, carboxyalkylaryl, and cyano;
- R5, R6, R7, and R8 are independently selected from hydrogen, alkyl, alkoxy, halo and optionally R7 and R8 form an aryl group;
- X is selected from —O—, —NH—, —N(toluenesulfonyl)-, and —CH2—;
- and
- n is an integer selected from 0-1.
A compound of the following formula or a salt or hydrate thereof:
- wherein:
- R1 and R2 are independently selected from alkoxy, carboxy, and carboxyalkyl;
- R3 and R4 are independently selected from hydrogen, alkoxy, carboxy, carboxyalkyl, aryl, carboxyalkylaryl, and cyano;
- R5, R6, le, and R8 are independently selected from hydrogen, alkyl, alkoxy, halo and optionally R7 and R8 form an aryl group;
- X is selected from —O—, —NH—, and —CH2—;
- and
- n is an integer selected from 0-1.
A compound of the following formula or a salt or hydrate thereof:
- wherein:
- R1 and R2 are independently selected from hydrogen, alkyl, alkoxy, carboxy, and carboxyalkyl;
- R3 and R4 are independently selected from hydrogen, alkoxy, carboxy, carboxyalkyl, aryl, carboxyalkylaryl, and cyano;
- R5, R6, R7, and R8 are independently selected from hydrogen, alkyl, alkoxy, halo and optionally R7 and R8 form an aryl group;
- and
- n is an integer selected from 0-1.
Dependencies are inferred from the claim text.