Literature DB >> 25349030

Recent progress in direct introduction of fluorinated groups on alkenes and alkynes by means of C-H bond functionalization.

Tatiana Besset1, Thomas Poisson, Xavier Pannecoucke.   

Abstract

The direct introduction of fluorine and fluorinated building blocks has recently attracted a lot of attention and particularly the direct functionalization of alkenes and alkynes. This review will highlight the major progress recently made in that field, with a focus on photocatalyzed transformations, base-promoted processes, and transition metal-catalyzed functionalization of alkenes and alkynes. Special attention will be paid to explanations of the reaction mechanisms.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alkenes; alkynes; fluorination; radical reactions; trifluoromethylation

Year:  2014        PMID: 25349030     DOI: 10.1002/chem.201404537

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  13 in total

1.  Base-Promoted Radical Azofluoromethylation of Unactivated Alkenes.

Authors:  Zhichao Lu; Olivia Hennis; Joseph Gentry; Bo Xu; Gerald B Hammond
Journal:  Org Lett       Date:  2020-05-13       Impact factor: 6.005

2.  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

3.  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

4.  Synthesis of Aryl Triflones through the Trifluoromethanesulfonylation of Benzynes.

Authors:  Yuji Sumii; Yutaka Sugita; Etsuko Tokunaga; Norio Shibata
Journal:  ChemistryOpen       Date:  2018-02-27       Impact factor: 2.911

5.  Intermolecular selective carboacylation of alkenes via nickel-catalyzed reductive radical relay.

Authors:  Xian Zhao; Hai-Yong Tu; Lei Guo; Shengqing Zhu; Feng-Ling Qing; Lingling Chu
Journal:  Nat Commun       Date:  2018-08-28       Impact factor: 14.919

6.  Metal-free alkene oxy- and amino-perfluoroalkylations via carbocation formation by using perfluoro acid anhydrides: unique reactivity between styrenes and perfluoro diacyl peroxides.

Authors:  Elena Valverde; Shintaro Kawamura; Daisuke Sekine; Mikiko Sodeoka
Journal:  Chem Sci       Date:  2018-08-01       Impact factor: 9.825

Review 7.  Recent advances in transition-metal-catalyzed incorporation of fluorine-containing groups.

Authors:  Xiaowei Li; Xiaolin Shi; Xiangqian Li; Dayong Shi
Journal:  Beilstein J Org Chem       Date:  2019-09-23       Impact factor: 2.883

Review 8.  Copper-based fluorinated reagents for the synthesis of CF2R-containing molecules (R ≠ F).

Authors:  Louise Ruyet; Tatiana Besset
Journal:  Beilstein J Org Chem       Date:  2020-05-18       Impact factor: 2.883

9.  Oxydifluoromethylation of Alkenes by Photoredox Catalysis: Simple Synthesis of CF2H-Containing Alcohols.

Authors:  Yusuke Arai; Ren Tomita; Gaku Ando; Takashi Koike; Munetaka Akita
Journal:  Chemistry       Date:  2015-12-16       Impact factor: 5.236

10.  Synthesis of difluoromethylated allenes through trifunctionalization of 1,3-enynes.

Authors:  Munira Taj Muhammad; Yihang Jiao; Changqing Ye; Mong-Feng Chiou; Muhammad Israr; Xiaotao Zhu; Yajun Li; Zhenhai Wen; Armido Studer; Hongli Bao
Journal:  Nat Commun       Date:  2020-01-21       Impact factor: 14.919

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