Literature DB >> 21614074

Catalysis for fluorination and trifluoromethylation.

Takeru Furuya1, Adam S Kamlet, Tobias Ritter.   

Abstract

Recent advances in catalysis have made the incorporation of fluorine into complex organic molecules easier than ever before, but selective, general and practical fluorination reactions remain sought after. Fluorination of molecules often imparts desirable properties, such as metabolic and thermal stability, and fluorinated molecules are therefore frequently used as pharmaceuticals or materials. But the formation of carbon-fluorine bonds in complex molecules is a significant challenge. Here we discuss reactions to make organofluorides that have emerged within the past few years and which exemplify how to overcome some of the intricate challenges associated with fluorination.

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Year:  2011        PMID: 21614074      PMCID: PMC3119199          DOI: 10.1038/nature10108

Source DB:  PubMed          Journal:  Nature        ISSN: 0028-0836            Impact factor:   49.962


  65 in total

1.  From noble metal to Nobel Prize: palladium-catalyzed coupling reactions as key methods in organic synthesis.

Authors:  Xiao-Feng Wu; Pazhamalai Anbarasan; Helfried Neumann; Matthias Beller
Journal:  Angew Chem Int Ed Engl       Date:  2010-11-22       Impact factor: 15.336

2.  Facile Ar-CF3 bond formation at Pd. Strikingly different outcomes of reductive elimination from [(Ph3P)2Pd(CF3)Ph] and [(Xantphos)Pd(CF3)Ph].

Authors:  Vladimir V Grushin; William J Marshall
Journal:  J Am Chem Soc       Date:  2006-10-04       Impact factor: 15.419

3.  Palladium-mediated fluorination of arylboronic acids.

Authors:  Takeru Furuya; Hanns Martin Kaiser; Tobias Ritter
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

4.  Copper complexes of anionic nitrogen ligands in the amidation and imidation of aryl halides.

Authors:  Jesse W Tye; Zhiqiang Weng; Adam M Johns; Christopher D Incarvito; John F Hartwig
Journal:  J Am Chem Soc       Date:  2008-07-03       Impact factor: 15.419

5.  Unexpected H2O-induced Ar-X activation with trifluoromethylpalladium(II) aryls.

Authors:  Vladimir V Grushin; William J Marshall
Journal:  J Am Chem Soc       Date:  2006-04-12       Impact factor: 15.419

6.  Aryl-fluoride reductive elimination from Pd(II): feasibility assessment from theory and experiment.

Authors:  Dmitry V Yandulov; Ngon T Tran
Journal:  J Am Chem Soc       Date:  2007-02-07       Impact factor: 15.419

7.  C-F Bond Formation for the Synthesis of Aryl Fluorides.

Authors:  Takeru Furuya; Johannes E M N Klein; Tobias Ritter
Journal:  Synthesis (Stuttg)       Date:  2010-06-01       Impact factor: 3.157

8.  Active trifluoromethylating agents from well-defined Copper(I)-CF3 complexes.

Authors:  Galyna G Dubinina; Hideki Furutachi; David A Vicic
Journal:  J Am Chem Soc       Date:  2008-06-11       Impact factor: 15.419

Review 9.  Carbon-fluorine bond formation.

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

Review 10.  Understanding organofluorine chemistry. An introduction to the C-F bond.

Authors:  David O'Hagan
Journal:  Chem Soc Rev       Date:  2007-10-17       Impact factor: 54.564

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  156 in total

1.  Investigations into Transition Metal Catalyzed Arene Trifluoromethylation Reactions.

Authors:  Yingda Ye; Melanie S Sanford
Journal:  Synlett       Date:  2012-09-01       Impact factor: 2.454

2.  Biosynthesis: Non-stick natural products.

Authors:  Peter A Jordan; Bradley S Moore
Journal:  Nat Chem       Date:  2014-01       Impact factor: 24.427

3.  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

4.  Radical Chlorodifluoromethylation: Providing a Motif for (Hetero)arene Diversification.

Authors:  Rory C McAtee; Joel W Beatty; Christopher C McAtee; Corey R J Stephenson
Journal:  Org Lett       Date:  2018-06-01       Impact factor: 6.005

5.  An Unconventional Mechanistic Insight into SCF3 Formation from Difluorocarbene: Preparation of 18 F-Labeled α-SCF3 Carbonyl Compounds.

Authors:  Jian Zheng; Ran Cheng; Jin-Hong Lin; Dong-Hai Yu; Longle Ma; Lina Jia; Lan Zhang; Lu Wang; Ji-Chang Xiao; Steven H Liang
Journal:  Angew Chem Int Ed Engl       Date:  2017-02-14       Impact factor: 15.336

6.  Pd-Catalyzed Decarbonylative Cross-Couplings of Aroyl Chlorides.

Authors:  Christian A Malapit; Naoko Ichiishi; Melanie S Sanford
Journal:  Org Lett       Date:  2017-07-19       Impact factor: 6.005

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

Authors:  Anthony R Mazzotti; Michael G Campbell; Pingping Tang; Jennifer M Murphy; Tobias Ritter
Journal:  J Am Chem Soc       Date:  2013-09-16       Impact factor: 15.419

8.  Laser-Initiated Radical Trifluoromethylation of Peptides and Proteins: Application to Mass-Spectrometry-Based Protein Footprinting.

Authors:  Ming Cheng; Bojie Zhang; Weidong Cui; Michael L Gross
Journal:  Angew Chem Int Ed Engl       Date:  2017-10-05       Impact factor: 15.336

9.  Pd-catalyzed C-H fluorination with nucleophilic fluoride.

Authors:  Kate B McMurtrey; Joy M Racowski; Melanie S Sanford
Journal:  Org Lett       Date:  2012-07-30       Impact factor: 6.005

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

Authors:  Eunsung Lee; Jacob M Hooker; Tobias Ritter
Journal:  J Am Chem Soc       Date:  2012-10-12       Impact factor: 15.419

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