Literature DB >> 21932827

Silver-mediated trifluoromethylation of arenes using TMSCF3.

Yingda Ye1, Shin Hee Lee, Melanie S Sanford.   

Abstract

The silver-mediated C-H trifluoromethylation of aromatic substrates using TMSCF(3) is described. The development, optimization, and scope of these transformations are reported. AgCF(3) intermediates are proposed.
© 2011 American Chemical Society

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Year:  2011        PMID: 21932827      PMCID: PMC3229100          DOI: 10.1021/ol202174a

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


  30 in total

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

3.  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

4.  Pd-catalyzed synthesis of Ar-SCF3 compounds under mild conditions.

Authors:  Georgiy Teverovskiy; David S Surry; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2011-06-20       Impact factor: 15.336

5.  Copper-catalyzed trifluoromethylation of aryl boronic acids using a CF3+ reagent.

Authors:  Jun Xu; Dong-Fen Luo; Bin Xiao; Zhao-Jing Liu; Tian-Jun Gong; Yao Fu; Lei Liu
Journal:  Chem Commun (Camb)       Date:  2011-03-07       Impact factor: 6.222

6.  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

7.  Copper-catalyzed trifluoromethylation of aryl and vinyl boronic acids with an electrophilic trifluoromethylating reagent.

Authors:  Tianfei Liu; Qilong Shen
Journal:  Org Lett       Date:  2011-04-07       Impact factor: 6.005

Review 8.  CF(3)-bearing aromatic and heterocyclic building blocks.

Authors:  Manfred Schlosser
Journal:  Angew Chem Int Ed Engl       Date:  2006-08-18       Impact factor: 15.336

Review 9.  The organometallic fluorine chemistry of palladium and rhodium: studies toward aromatic fluorination.

Authors:  Vladimir V Grushin
Journal:  Acc Chem Res       Date:  2010-01-19       Impact factor: 22.384

10.  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

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  13 in total

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Authors:  Yingda Ye; Melanie S Sanford
Journal:  J Am Chem Soc       Date:  2012-05-24       Impact factor: 15.419

2.  Investigations into Transition Metal Catalyzed Arene Trifluoromethylation Reactions.

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Journal:  Synlett       Date:  2012-09-01       Impact factor: 2.454

3.  Iron(II)-catalyzed trifluoromethylation of potassium vinyltrifluoroborates.

Authors:  Andrew T Parsons; Todd D Senecal; Stephen L Buchwald
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Review 4.  Repurposing of F-gases: challenges and opportunities in fluorine chemistry.

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Journal:  Chem Soc Rev       Date:  2022-06-20       Impact factor: 60.615

5.  Trifluoromethylation of Heterocycles in Water at Room Temperature.

Authors:  James C Fennewald; Bruce H Lipshutz
Journal:  Green Chem       Date:  2014-03-01       Impact factor: 10.182

6.  Trifluoromethyl Thianthrenium Triflate: A Readily Available Trifluoromethylating Reagent with Formal CF3+, CF3, and CF3- Reactivity.

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Journal:  J Am Chem Soc       Date:  2021-05-14       Impact factor: 15.419

7.  Biocatalytic trifluoromethylation of unprotected phenols.

Authors:  Robert C Simon; Eduardo Busto; Nina Richter; Verena Resch; Kendall N Houk; Wolfgang Kroutil
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8.  Cu and Hydroquinone for the Trifluoromethylation of Unprotected Phenols.

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Journal:  European J Org Chem       Date:  2018-10-08

9.  Visible-light-induced oxidant and metal-free dehydrogenative cascade trifluoromethylation and oxidation of 1,6-enynes with water.

Authors:  Sadhan Jana; Ajay Verma; Rahul Kadu; Sangit Kumar
Journal:  Chem Sci       Date:  2017-07-10       Impact factor: 9.825

10.  Anion-Initiated Trifluoromethylation by TMSCF3: Deconvolution of the Siliconate-Carbanion Dichotomy by Stopped-Flow NMR/IR.

Authors:  Craig P Johnston; Thomas H West; Ruth E Dooley; Marc Reid; Ariana B Jones; Edward J King; Andrew G Leach; Guy C Lloyd-Jones
Journal:  J Am Chem Soc       Date:  2018-08-21       Impact factor: 15.419

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