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Literature DB >> 19606861

Pd(II)-catalyzed amination of C-H bonds using single-electron or two-electron oxidants.

Tian-Sheng Mei¹, Xisheng Wang, Jin-Quan Yu.

Abstract

Pd(II)-catalyzed intramolecular amination of arenes is developed using either a one- or two-electron oxidant. The reaction protocol tolerates a wide range of deactivating groups including acetyl, cyano, and nitro groups. This catalytic reaction allows expedient syntheses of broadly useful substituted indolines or indoles.

Entities: Chemical

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Year: 2009 PMID： 19606861 DOI： 10.1021/ja904709b

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

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Cited

49 in total

1. Weak coordination as a powerful means for developing broadly useful C-H functionalization reactions.

Authors: Keary M Engle; Tian-Sheng Mei; Masayuki Wasa; Jin-Quan Yu
Journal: Acc Chem Res Date: 2011-12-14 Impact factor: 22.384

2. Mechanistic and computational studies of oxidatively-induced aryl-CF3 bond-formation at Pd: rational design of room temperature aryl trifluoromethylation.

Authors: Nicholas D Ball; J Brannon Gary; Yingda Ye; Melanie S Sanford
Journal: J Am Chem Soc Date: 2011-04-22 Impact factor: 15.419

Pd(II)-catalyzed amination of C-H bonds using single-electron or two-electron oxidants.

1. Weak coordination as a powerful means for developing broadly useful C-H functionalization reactions.

2. Mechanistic and computational studies of oxidatively-induced aryl-CF3 bond-formation at Pd: rational design of room temperature aryl trifluoromethylation.

3. Pd(II)-catalyzed para-selective C-H arylation of monosubstituted arenes.

4. Heterocycle Formation via Palladium-Catalyzed C-H Functionalization.

5. On the mechanism of palladium-catalyzed aromatic C-H oxidation.

6. Palladium(0)-catalyzed intermolecular amination of unactivated C(sp³)-H bonds.

7. Intramolecular C(sp3)-N coupling by oxidation of benzylic C,N-dianions.

8. Indole synthesis: a review and proposed classification.

9. Directed amination of non-acidic arene C-H bonds by a copper-silver catalytic system.

10. Copper-mediated amidation of heterocyclic and aromatic C-H bonds.