Literature DB >> 25469665

A general synthesis of fluoroalkylated alkenes by palladium-catalyzed Heck-type reaction of fluoroalkyl bromides.

Zhang Feng1, Qiao-Qiao Min, Hai-Yang Zhao, Ji-Wei Gu, Xingang Zhang.   

Abstract

An efficient palladium-catalyzed Heck-type reaction of fluoroalkyl halides, including perfluoroalkyl bromides, trifluoromethyl iodides, and difluoroalkyl bromides, has been developed. The reaction proceeds under mild reaction conditions with high efficiency and broad substrate scope, and provides a general and straightforward access to fluoroalkylated alkenes which are of interest in life and material sciences.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alkenes; fluoroalkylation; halides; palladium; synthetic methods

Mesh:

Substances:

Year:  2014        PMID: 25469665     DOI: 10.1002/anie.201409617

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  12 in total

1.  Heck Reaction of Electronically Diverse Tertiary Alkyl Halides.

Authors:  Daria Kurandina; Mónica Rivas; Maxim Radzhabov; Vladimir Gevorgyan
Journal:  Org Lett       Date:  2018-01-05       Impact factor: 6.005

2.  A Visible-Light-Mediated Radical Smiles Rearrangement and its Application to the Synthesis of a Difluoro-Substituted Spirocyclic ORL-1 Antagonist.

Authors:  James J Douglas; Haley Albright; Martin J Sevrin; Kevin P Cole; Corey R J Stephenson
Journal:  Angew Chem Int Ed Engl       Date:  2015-10-16       Impact factor: 15.336

3.  Visible Light-Induced Room-Temperature Heck Reaction of Functionalized Alkyl Halides with Vinyl Arenes/Heteroarenes.

Authors:  Daria Kurandina; Marvin Parasram; Vladimir Gevorgyan
Journal:  Angew Chem Int Ed Engl       Date:  2017-10-09       Impact factor: 15.336

4.  Stereoselective Direct N-Trifluoropropenylation of Heterocycles with a Hypervalent Iodonium Reagent.

Authors:  János T Csenki; Ádám Mészáros; Zsombor Gonda; Zoltán Novák
Journal:  Chemistry       Date:  2021-10-06       Impact factor: 5.020

5.  Visible light-catalyzed fluoroalkylation reactions of free aniline derivatives.

Authors:  Beatriz Lantaño; Damian E Yerien; Sebastián Barata-Vallejo; Al Postigo
Journal:  Photochem Photobiol Sci       Date:  2021-07-20       Impact factor: 3.982

6.  Transition-Metal-Catalyzed Alkyl Heck-Type Reactions.

Authors:  Daria Kurandina; Padon Chuentragool; Vladimir Gevorgyan
Journal:  Synthesis (Stuttg)       Date:  2019-02-07       Impact factor: 3.157

7.  Palladium-catalyzed Heck-type reaction of secondary trifluoromethylated alkyl bromides.

Authors:  Tao Fan; Wei-Dong Meng; Xingang Zhang
Journal:  Beilstein J Org Chem       Date:  2017-12-06       Impact factor: 2.883

8.  Stereoselective cobalt-catalyzed halofluoroalkylation of alkynes.

Authors:  Guojiao Wu; Axel Jacobi von Wangelin
Journal:  Chem Sci       Date:  2018-01-05       Impact factor: 9.825

9.  Visible-light Promoted Atom Transfer Radical Addition-Elimination (ATRE) Reaction for the Synthesis of Fluoroalkylated Alkenes Using DMA as Electron-Donor.

Authors:  Wen-Wen Xu; Le Wang; Ting Mao; Jiwei Gu; Xiao-Fei Li; Chun-Yang He
Journal:  Molecules       Date:  2020-01-24       Impact factor: 4.411

Review 10.  Recent Progress in Nitro-Promoted Direct Functionalization of Pyridones and Quinolones.

Authors:  Feiyue Hao; Nagatoshi Nishiwaki
Journal:  Molecules       Date:  2020-02-05       Impact factor: 4.411

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