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Literature DB >> 20923196

Copper-mediated oxidative trifluoromethylation of boronic acids.

Abstract

A copper-mediated oxidative cross-coupling of aryl- and alkenylboronic acids with (trifluoromethyl)trimethylsilane (Me(3)SiCF(3)) under mild conditions has been developed. This method allows a wide range of functional group tolerant trifluoromethylated arenes and alkenes to be easily prepared. This oxidative trifluoromethylation has the potential to introduce trifluoromethyl groups into advanced, highly functionalized organic molecules.

Entities: Chemical

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Year: 2010 PMID： 20923196 DOI： 10.1021/ol1023135

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

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Cited

28 in total

1. Silver-mediated trifluoromethylation of arenes using TMSCF3.

Authors: Yingda Ye; Shin Hee Lee; Melanie S Sanford
Journal: Org Lett Date: 2011-09-20 Impact factor: 6.005

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

3. Merging visible-light photocatalysis and transition-metal catalysis in the copper-catalyzed trifluoromethylation of boronic acids with CF3I.

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

Copper-mediated oxidative trifluoromethylation of boronic acids.

1. Silver-mediated trifluoromethylation of arenes using TMSCF3.

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

3. Merging visible-light photocatalysis and transition-metal catalysis in the copper-catalyzed trifluoromethylation of boronic acids with CF3I.

4. Investigations into Transition Metal Catalyzed Arene Trifluoromethylation Reactions.

Review 5. Visible light photoredox catalysis with transition metal complexes: applications in organic synthesis.

Review 6. Catalysis for fluorination and trifluoromethylation.

7. A broadly applicable copper reagent for trifluoromethylations and perfluoroalkylations of aryl iodides and bromides.

8. Room temperature aryl trifluoromethylation via copper-mediated oxidative cross-coupling.

9. The palladium-catalyzed trifluoromethylation of vinyl sulfonates.

10. Copper-catalyzed trifluoromethylation of unactivated olefins.