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US 2020/0087331 A1Published application
Chemoselective methylene hydroxylation in aromatic molecules
AssigneeThe Board of Trustees of the University of Illinois
InventorsM. Christina WHITE, Jinpeng ZHAO
Life of this patent
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Abstract
A chemoselective and reactive Mn(CF3-PDP) catalyst system that enables for the first time the strategic advantages of late-stage aliphatic C—H hydroxylation to be leveraged in aromatic compounds. This discovery will benefit small molecule therapeutics by enabling the rapid diversification of aromatic drugs and natural products and identification of their metabolites.
Claims23
A manganese complex of Formula I:
- or a salt thereof;
- wherein
- L1 and L2 are each independently halo or a ligand;
- each G1 and each G2 is independently halo, —(C1-C6)alkyl, —O(C1-C6)alkyl, or —C(═O)O(C1-C6)alkyl, wherein the (C1-C6)alkyl moiety of —(C1-C6)alkyl, —O(C1-C6)alkyl and —C(═O)O(C1-C6)alkyl are optionally substituted with one or more halo groups;
- x and y are each independently 1-5;
- G3 and G4 are independently H, halo, —(C1-C6)alkyl, —O(C1-C6)alkyl, —C(═O)O(C1-C6)alkyl, —NO2, —CN, —CF3, —CF2CH3, —CF2CF3, or —NRaRb wherein Ra and Rb are independently H, or —(C1-C6)alkyl;
- R1 and R8 are each independently —(C1-C6)alkylene;
- and
- R2, R3, R4, R5, R6, and R7 are each independently H or —(C1-C6)alkyl;
- or
- R2 and R3 taken together with the carbon and nitrogen atoms to which they are attached form a 5- or 6-membered heterocycle;
- R4 and R5 are each independently H or (C1-C6)alkyl;
- and
- R6 and R7 taken together with the carbon and nitrogen atoms to which they are attached form a 5- or 6-membered heterocycle;
- wherein each —(C1-C6)alkyl is unbranched or optionally branched.
12 more elements
Dependencies are inferred from the claim text.