Literature DB >> 30124701

Activation of C-F bonds α to C-C multiple bonds.

Jean-Denys Hamel1, Jean-François Paquin.   

Abstract

C-F bond activation has drawn a lot of attention in the past, and the case of C(sp3)-F bonds is particularly interesting as those are the strongest single bonds carbon makes with any other element. This Feature Article aims at highlighting our work and that of others on the successful approaches that led to the activation of such C-F bonds at benzylic, allylic, propargylic and allenylic positions, for both mono- and polyfluorides. We now hope that this will set ground for discussions, contribute to fostering new ideas, and thus help in pushing current frontiers further.

Entities:  

Year:  2018        PMID: 30124701     DOI: 10.1039/c8cc05108a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  9 in total

1.  Catalytic Enantioselective Synthesis of Allylic Boronates Bearing a Trisubstituted Alkenyl Fluoride and Related Derivatives.

Authors:  Sota Akiyama; Koji Kubota; Malte S Mikus; Paulo H S Paioti; Filippo Romiti; Qinghe Liu; Yuebiao Zhou; Amir H Hoveyda; Hajime Ito
Journal:  Angew Chem Int Ed Engl       Date:  2019-07-16       Impact factor: 15.336

2.  Palladium and Nickel Catalyzed Suzuki Cross-Coupling with Alkyl Fluorides.

Authors:  Kaluvu Balaraman; Christian Wolf
Journal:  Org Lett       Date:  2021-11-01       Impact factor: 6.005

3.  Radical C(sp3)-H functionalization and cross-coupling reactions.

Authors:  Dung L Golden; Sung-Eun Suh; Shannon S Stahl
Journal:  Nat Rev Chem       Date:  2022-05-17       Impact factor: 34.571

Review 4.  Vessel effects in organic chemical reactions; a century-old, overlooked phenomenon.

Authors:  Michael Martin Nielsen; Christian Marcus Pedersen
Journal:  Chem Sci       Date:  2022-05-04       Impact factor: 9.969

5.  Chemodivergent Csp3─F bond functionalization and cross-electrophile alkyl-alkyl coupling with alkyl fluorides.

Authors:  Kaluvu Balaraman; Christian Wolf
Journal:  Sci Adv       Date:  2022-05-27       Impact factor: 14.957

6.  Copper-Catalyzed Functionalization of Benzylic C-H Bonds with N-Fluorobenzenesulfonimide: Switch from C-N to C-F Bond Formation Promoted by a Redox Buffer and Brønsted Base.

Authors:  Joshua A Buss; Aristidis Vasilopoulos; Dung L Golden; Shannon S Stahl
Journal:  Org Lett       Date:  2020-07-29       Impact factor: 6.005

7.  Copper-Catalyzed C-H Fluorination/Functionalization Sequence Enabling Benzylic C-H Cross Coupling with Diverse Nucleophiles.

Authors:  Aristidis Vasilopoulos; Dung L Golden; Joshua A Buss; Shannon S Stahl
Journal:  Org Lett       Date:  2020-07-29       Impact factor: 6.005

8.  Competing C-H and C-F bond activation reactions of a fluorinated olefin at Rh: a fluorido vinylidene complex as an intermediate in an unprecedented dehydrofluorination step.

Authors:  Maria Talavera; Thomas Braun
Journal:  Chem Sci       Date:  2022-01-12       Impact factor: 9.825

9.  Organophotoredox Hydrodefluorination of Trifluoromethylarenes with Translational Applicability to Drug Discovery.

Authors:  Jeroen B I Sap; Natan J W Straathof; Thomas Knauber; Claudio F Meyer; Maurice Médebielle; Laura Buglioni; Christophe Genicot; Andrés A Trabanco; Timothy Noël; Christopher W Am Ende; Véronique Gouverneur
Journal:  J Am Chem Soc       Date:  2020-05-11       Impact factor: 15.419

  9 in total

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