Literature DB >> 21513298

Palladium-catalyzed C-H perfluoroalkylation of arenes.

Rebecca N Loy1, Melanie S Sanford.   

Abstract

A new Pd-catalyzed reaction for the coupling between perfluoroalkyl iodides (R(F)I) and simple aromatic substrates is described. The perfluoroalkylated arene products are obtained in good to excellent yields in the presence of a phosphine-ligated Pd catalyst and Cs(2)CO(3) as a base. The development, optimization, scope, and preliminary mechanistic studies of these transformations are reported.

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Year:  2011        PMID： 21513298     DOI： 10.1021/ol200628n

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


  11 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.  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

3.  Investigations into Transition Metal Catalyzed Arene Trifluoromethylation Reactions.

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

4.  Solution-Phase Perfluoroalkylation of C60 Leads to Efficient and Selective Synthesis of Bis-Perfluoroalkylated Fullerenes.

Authors:  Igor V Kuvychko; Steven H Strauss; Olga V Boltalina
Journal:  J Fluor Chem       Date:  2012-11       Impact factor: 2.050

5.  Palladium-catalyzed, ring-forming aromatic C-H alkylations with unactivated alkyl halides.

Authors:  Alexander R O Venning; Patrick T Bohan; Erik J Alexanian
Journal:  J Am Chem Soc       Date:  2015-03-16       Impact factor: 15.419

6.  Nickel-catalyzed, ring-forming aromatic C-H alkylations with unactivated alkyl halides.

Authors:  Quentin D Tercenio; Erik J Alexanian
Journal:  Tetrahedron       Date:  2019-05-25       Impact factor: 2.457

7.  A general strategy for the perfluoroalkylation of arenes and arylbromides by using arylboronate esters and [(phen)CuR(F)].

Authors:  Nichole D Litvinas; Patrick S Fier; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2011-11-14       Impact factor: 15.336

8.  Palladium-Catalyzed Alkoxycarbonylation of Unactivated Secondary Alkyl Bromides at Low Pressure.

Authors:  Brendon T Sargent; Erik J Alexanian
Journal:  J Am Chem Soc       Date:  2016-06-10       Impact factor: 15.419

Review 9.  Recent advances in transition metal-catalyzed Csp(2)-monofluoro-, difluoro-, perfluoromethylation and trifluoromethylthiolation.

Authors:  Grégory Landelle; Armen Panossian; Sergiy Pazenok; Jean-Pierre Vors; Frédéric R Leroux
Journal:  Beilstein J Org Chem       Date:  2013-11-15       Impact factor: 2.883

10.  Mechanisms and applications of cyclometalated Pt(ii) complexes in photoredox catalytic trifluoromethylation.

Authors:  Won Joon Choi; Sungkyu Choi; Kei Ohkubo; Shunichi Fukuzumi; Eun Jin Cho; Youngmin You
Journal:  Chem Sci       Date:  2014-11-24       Impact factor: 9.825
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