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Literature DB >> 21438591

Palladium-catalyzed C,N-cross coupling reactions of 3-halo-2-aminopyridines.

Abstract

A simple approach toward N(3)-substituted-2,3-diaminopyridines is presented, based on Pd-catalyzed C,N-cross coupling. The use of RuPhos- and BrettPhos-precatalysts in combination with LiHMDS allows for C,N-cross coupling reactions of unprotected 3-halo-2-aminopyridines with primary and secondary amines.

Entities: Chemical Disease Gene

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Year: 2011 PMID： 21438591 PMCID： PMC3098119 DOI： 10.1021/ol200371n

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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References

15 in total

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Authors: Michele C Harris; Xiaohua Huang; Stephen L Buchwald
Journal: Org Lett Date: 2002-08-22 Impact factor: 6.005

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Journal: Org Lett Date: 2005-09-01 Impact factor: 6.005

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Authors: Brian K Lee; Mark R Biscoe; Stephen L Buchwald
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5. Palladium-Catalyzed Coupling of Functionalized Primary and Secondary Amines with Aryl and Heteroaryl Halides: Two Ligands Suffice in Most Cases.

Authors: Debabrata Maiti; Brett P Fors; Jaclyn L Henderson; Yoshinori Nakamura; Stephen L Buchwald
Journal: Chem Sci Date: 2011-01-01 Impact factor: 9.825

10. Highly reactive, general and long-lived catalysts for palladium-catalyzed amination of heteroaryl and aryl chlorides, bromides, and iodides: scope and structure-activity relationships.

Authors: Qilong Shen; Tokutaro Ogata; John F Hartwig
Journal: J Am Chem Soc Date: 2008-04-30 Impact factor: 15.419

Palladium-catalyzed C,N-cross coupling reactions of 3-halo-2-aminopyridines.

1. Improved functional group compatibility in the palladium-catalyzed synthesis of aryl amines.

2. Efficient pd-catalyzed amination of heteroaryl halides.

3. Origin of regioselectivity in palladium-catalyzed cross-coupling reactions of polyhalogenated heterocycles.

4. Simple, Efficient Protocols for the Pd-Catalyzed Cross-Coupling Reaction of Aryl Chlorides and Dimethylamine.

5. Palladium-Catalyzed Coupling of Functionalized Primary and Secondary Amines with Aryl and Heteroaryl Halides: Two Ligands Suffice in Most Cases.

6. Dialkylbiaryl Phosphines in Pd-Catalyzed Amination: A User's Guide.

7. Palladium-catalyzed amination of unprotected halo-7-azaindoles.

8. Efficient Pd-catalyzed amination reactions for heterocycle functionalization.

9. Pd-catalyzed N-arylation of heteroarylamines.

10. Highly reactive, general and long-lived catalysts for palladium-catalyzed amination of heteroaryl and aryl chlorides, bromides, and iodides: scope and structure-activity relationships.