Photoredox-catalyzed direct C—H functionalization of arenes
AssigneeThe University of North Carolina at Chapel Hill
InventorsDavid Nicewicz, Nathan Romero, Kaila Margrey, Nicholas Tay
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Abstract
The invention generally relates to methods of making substituted arenes via direct C—H amination. More specifically, methods of making para- and ortho-substituted arenes via direct C—H amination are disclosed. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.
Claims16
A compound having a structure represented by a formula:
- wherein X is selected from BF4, TfO, PF6, and ClO4;
- wherein R9 is phenyl substituted with 1, 2, or 3 groups independently selected from halogen, —CF3, —NH2, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkylamino, (C1-C4) (C1-C4) dialkylamino;
- and
- wherein R10 is selected from C1-C4 alkyl and phenyl substituted with 0, 1, 2, or 3 groups independently selected from halogen and C1-C4 alkyl.
A catalyst system comprising an acridinium photocatalyst, a nucleophile, and an oxidant, wherein the acridinium photocatalyst is of the formula:
- wherein X is selected from BF4, TfO, PF6, and ClO4;
- wherein R9 is selected from C1-C4 alkyl and phenyl substituted with 0, 1, 2, or 3 groups independently selected from halogen, —CF3, —NH2, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkylamino, (C1-C4) (C1-C4) dialkylamino;
- and
- wherein R10 is selected from C1-C4 alkyl and phenyl substituted with 0, 1, 2, or 3 groups independently selected from halogen and C1-C4 alkyl.
Dependencies are inferred from the claim text.