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Literature DB >> 23104181

A convenient synthesis of anthranilic acids by Pd-catalyzed direct intermolecular ortho-C-H amidation of benzoic acids.

Abstract

An efficient method for synthesis of anthranilic acids by Pd-catalyzed ortho-C-H amidation of benzoic acids is disclosed. The amidation is proposed to proceed by carboxylate-assisted ortho-C-H palladation to form an arylpalladium(II) complex, followed by nitrene insertion to the Pd-C bond.

Entities: Chemical

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Year: 2012 PMID： 23104181 DOI： 10.1039/c2cc36502b

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

7 in total

1. Site-Selective Copper-Catalyzed Amination and Azidation of Arenes and Heteroarenes via Deprotonative Zincation.

Authors: Charles E Hendrick; Katie J Bitting; Seoyoung Cho; Qiu Wang
Journal: J Am Chem Soc Date: 2017-08-14 Impact factor: 15.419

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

Authors: Gang Li; Li Wan; Guofu Zhang; Dasheng Leow; Jillian Spangler; Jin-Quan Yu
Journal: J Am Chem Soc Date: 2015-03-24 Impact factor: 15.419

3. Pd(0)-catalyzed sequential C-N bond formation via allylic and aromatic C-H amination of α-methylstyrenes with diaziridinone.

Authors: Thomas A Ramirez; Qian Wang; Yingguang Zhu; Huaiji Zheng; Xingao Peng; Richard G Cornwall; Yian Shi
Journal: Org Lett Date: 2013-08-06 Impact factor: 6.005

A convenient synthesis of anthranilic acids by Pd-catalyzed direct intermolecular ortho-C-H amidation of benzoic acids.

1. Site-Selective Copper-Catalyzed Amination and Azidation of Arenes and Heteroarenes via Deprotonative Zincation.

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

3. Pd(0)-catalyzed sequential C-N bond formation via allylic and aromatic C-H amination of α-methylstyrenes with diaziridinone.

4. Copper-catalyzed electrophilic amination of heteroarenes and arenes by C-H zincation.

5. Ru(II)-Catalyzed Regioselective C-N Bond Formation on Benzothiazoles Employing Acyl Azide as an Amidating Agent.

Review 6. Pd-catalysed C-H functionalisation of free carboxylic acids.

7. Palladium(II)-catalyzed othro-C-H-benzoxylation of 2-arylpyridines by oxidative coupling with aryl acylperoxides.