Ligand-enabled scalable c-h hydroxylation of benzoic and phenylacetic acids at room temperature
AssigneeThe Scripps Research Institute
InventorsJin-Quan YU, Zhen LI, Han Seul PARK
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AssigneeThe Scripps Research Institute
InventorsJin-Quan YU, Zhen LI, Han Seul PARK
Estimating the term…
The application discloses industry scalable methods of using bifunctional bidentate pyridone-carboxylic acid ligands, such as 2-methyl-2-(6-oxo-1,6-dihydropyridin-2-yl)propanoic acid, that enable room-temperature Pd-catalyzed C—H hydroxylation of a broad range of benzoic and phenylacetic acids with an industry-compatible oxidant, aqueous hydrogen peroxide, at room temperature. Further disclosed are methods of derivatization of the resulting hydroxylation products, synthesis of polyfluorinated natural products coumestan or pterocarpene from phenol building blocks, and hydroxylation of ibuprofen using this methodology,
A method of C—H hydroxylation of benzoic and phenylacetic acids, comprising treating a benzoic or phenylacetic acid with a bidentate pyridone-carboxylic acid ligand and aqueous hydrogen peroxide in the presence of Pd(OAc)2 and a base.
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A method of preparing trifluorinated coumestan and pterocarpene according to the following reaction scheme:
A method of hydroxylating ibuprofen according to the following reaction scheme:
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A method of lignin depolymerization, comprising treating lignin with a bidentate pyridone-carboxylic acid ligand and aqueous hydrogen peroxide in the presence of Pd(OAc)2 and a base.
A method of lignin depolymerization, comprising treating lignin with 2-methyl-2-(6-oxo-1,6-dihydropyridin-2-yl)propanoic acid and aqueous hydrogen peroxide in the presence of Pd(OAc)2 and a base.
Dependencies are inferred from the claim text.