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Literature DB >> 23161515

Synthesis of ortho-acylphenols through the palladium-catalyzed ketone-directed hydroxylation of arenes.

Fanyang Mo¹, Louis J Trzepkowski, Guangbin Dong.

Abstract

Ketone in charge: a formal ketone-directed palladium-catalyzed ortho-hydroxylation of arenes has been developed as an effective approach to access o-acylphenols from simple arylketones. A Pd-catalyzed oxidative ortho-carbonylation reaction using ketone directing groups to access a ketal-lactone motif is also demonstrated. The ubiquity and versatile nature of ketones make these methods attractive. BTI=PhI(TFA)(2); DCE=1,2-dichloroethane.

Entities: Chemical

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Year: 2012 PMID： 23161515 DOI： 10.1002/anie.201207479

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

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Cited

13 in total

1. Iridium-Catalyzed Silylation of Unactivated C-H Bonds.

Authors: John F Hartwig; Erik A Romero
Journal: Tetrahedron Date: 2019-05-27 Impact factor: 2.457

2. General method for the synthesis of salicylic acids from phenols through palladium-catalyzed silanol-directed C-H carboxylation.

Authors: Yang Wang; Vladimir Gevorgyan
Journal: Angew Chem Int Ed Engl Date: 2015-01-19 Impact factor: 15.336

3. Synthesis of 2-Acylphenol and Flavene Derivatives from the Ruthenium-Catalyzed Oxidative C-H Acylation of Phenols with Aldehydes.

Authors: Hanbin Lee; Chae S Yi
Journal: European J Org Chem Date: 2015-03

Synthesis of ortho-acylphenols through the palladium-catalyzed ketone-directed hydroxylation of arenes.

1. Iridium-Catalyzed Silylation of Unactivated C-H Bonds.

2. General method for the synthesis of salicylic acids from phenols through palladium-catalyzed silanol-directed C-H carboxylation.

3. Synthesis of 2-Acylphenol and Flavene Derivatives from the Ruthenium-Catalyzed Oxidative C-H Acylation of Phenols with Aldehydes.

4. Pd(II)-catalyzed C-H functionalizations directed by distal weakly coordinating functional groups.

5. Rhoda-Electrocatalyzed Bimetallic C-H Oxygenation by Weak O-Coordination.

6. Biocatalytic Friedel-Crafts Acylation and Fries Reaction.

7. A bioinspired and biocompatible ortho-sulfiliminyl phenol synthesis.

Review 8. Transition-metal-catalyzed synthesis of phenols and aryl thiols.

9. A redox-neutral catechol synthesis.

10. Identification of monodentate oxazoline as a ligand for copper-promoted ortho-C-H hydroxylation and amination.