Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 Pd-catalyzed C-H fluorination with nucleophilic fluoride.

Literature DB >> 22844875

Pd-catalyzed C-H fluorination with nucleophilic fluoride.

Kate B McMurtrey¹, Joy M Racowski, Melanie S Sanford.

Abstract

The palladium-catalyzed C-H fluorination of 8-methylquinoline derivatives with nucleophilic fluoride is reported. This transformation involves the use of AgF as the fluoride source in combination with a hypervalent iodine oxidant. Both the scope and mechanism of the reaction are discussed.

Entities: Chemical Disease Gene

Mesh：

Substances：

Year: 2012 PMID： 22844875 PMCID： PMC3449219 DOI： 10.1021/ol301739f

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

28 in total

Review 1. PET tracers and radiochemistry.

Authors: D J Schlyer
Journal: Ann Acad Med Singapore Date: 2004-03 Impact factor: 2.473

Review 2. The unique role of halogen substituents in the design of modern agrochemicals.

Authors: Peter Jeschke
Journal: Pest Manag Sci Date: 2010-01 Impact factor: 4.845

3. Palladium(II)-catalyzed selective monofluorination of benzoic acids using a practical auxiliary: a weak-coordination approach.

Authors: Kelvin S L Chan; Masayuki Wasa; Xisheng Wang; Jin-Quan Yu
Journal: Angew Chem Int Ed Engl Date: 2011-07-11 Impact factor: 15.336

4. Aryl-CF(3) bond-forming reductive elimination from palladium(IV).

Authors: Nicholas D Ball; Jeff W Kampf; Melanie S Sanford
Journal: J Am Chem Soc Date: 2010-03-10 Impact factor: 15.419

5. Silver-catalyzed late-stage fluorination.

Authors: Pingping Tang; Takeru Furuya; Tobias Ritter
Journal: J Am Chem Soc Date: 2010-09-01 Impact factor: 15.419

Review 6. High-valent organometallic copper and palladium in catalysis.

Authors: Amanda J Hickman; Melanie S Sanford
Journal: Nature Date: 2012-04-11 Impact factor: 49.962

7. Palladium-catalyzed regio- and enantioselective fluorination of acyclic allylic halides.

Authors: Matthew H Katcher; Allen Sha; Abigail G Doyle
Journal: J Am Chem Soc Date: 2011-09-19 Impact factor: 15.419

8. A method for detecting water in organic solvents.

Authors: Haoran Sun; Bijia Wang; Stephen G DiMagno
Journal: Org Lett Date: 2008-09-12 Impact factor: 6.005

9. Versatile Pd(OTf)2 x 2 H2O-catalyzed ortho-fluorination using NMP as a promoter.

Authors: Xisheng Wang; Tian-Sheng Mei; Jin-Quan Yu
Journal: J Am Chem Soc Date: 2009-06-10 Impact factor: 15.419

Review 10. Carbon-fluorine bond formation.

Authors: Takeru Furuya; Christian A Kuttruff; Tobias Ritter
Journal: Curr Opin Drug Discov Devel Date: 2008-11

25 in total

1. Oxidative aliphatic C-H fluorination with manganese catalysts and fluoride ion.

Authors: Wei Liu; Xiongyi Huang; John T Groves
Journal: Nat Protoc Date: 2013-10-31 Impact factor: 13.491

2. Ligand-Enabled Stereoselective β-C(sp(3))-H Fluorination: Synthesis of Unnatural Enantiopure anti-β-Fluoro-α-amino Acids.

Authors: Ru-Yi Zhu; Keita Tanaka; Gen-Cheng Li; Jian He; Hai-Yan Fu; Su-Hua Li; Jin-Quan Yu
Journal: J Am Chem Soc Date: 2015-05-27 Impact factor: 15.419

Pd-catalyzed C-H fluorination with nucleophilic fluoride.

Review 1. PET tracers and radiochemistry.

Review 2. The unique role of halogen substituents in the design of modern agrochemicals.

3. Palladium(II)-catalyzed selective monofluorination of benzoic acids using a practical auxiliary: a weak-coordination approach.

4. Aryl-CF(3) bond-forming reductive elimination from palladium(IV).

5. Silver-catalyzed late-stage fluorination.

Review 6. High-valent organometallic copper and palladium in catalysis.

7. Palladium-catalyzed regio- and enantioselective fluorination of acyclic allylic halides.

8. A method for detecting water in organic solvents.

9. Versatile Pd(OTf)2 x 2 H2O-catalyzed ortho-fluorination using NMP as a promoter.

Review 10. Carbon-fluorine bond formation.

1. Oxidative aliphatic C-H fluorination with manganese catalysts and fluoride ion.

2. Ligand-Enabled Stereoselective β-C(sp(3))-H Fluorination: Synthesis of Unnatural Enantiopure anti-β-Fluoro-α-amino Acids.

3. Palladium-Catalyzed Transformations of Alkyl C-H Bonds.

Review 4. Hypervalent Iodine Reagents in High Valent Transition Metal Chemistry.

5. Visible light-promoted metal-free sp(3)-C-H fluorination.

6. C-H ¹⁸F-fluorination of 8-methylquinolines with Ag[¹⁸F]F.

7. Palladium(III)-catalyzed fluorination of arylboronic acid derivatives.

8. Nickel-mediated oxidative fluorination for PET with aqueous [18F] fluoride.

9. Cu-catalyzed fluorination of diaryliodonium salts with KF.

10. Copper-catalyzed, directing group-assisted fluorination of arene and heteroarene C-H bonds.