Literature DB >> 26669499

Visible-Light-Induced Hydrodifluoromethylation of Alkenes with a Bromodifluoromethylphosphonium Bromide.

Qing-Yu Lin1, Xiu-Hua Xu1, Ke Zhang2, Feng-Ling Qing3,4.   

Abstract

Bromodifluoromethylphosphonium bromide was solely used as the precursor of difluorocarbene. Herein, an unprecedented visible-light-induced hydrodifluoromethylation of alkenes with bromodifluoromethylphosphonium bromide using H2O and THF as hydrogen sources for the synthesis of difluoromethylated alkanes is described. This difluoromethylation is characterized by mild reaction conditions, ready availability of reagents, and excellent functional-group tolerance.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alkenes; fluorine; photoredox catalysis; radicals; synthetic methods

Year:  2015        PMID： 26669499     DOI： 10.1002/anie.201509282

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


  6 in total

1.  Radical Chlorodifluoromethylation: Providing a Motif for (Hetero)arene Diversification.

Authors:  Rory C McAtee; Joel W Beatty; Christopher C McAtee; Corey R J Stephenson
Journal:  Org Lett       Date:  2018-06-01       Impact factor: 6.005

2.  Conversion of Methyl Ketones and Methyl Sulfones into α-Deutero-α,α-Difluoromethyl Ketones and α-Deutero-α,α-Difluoromethyl Sulfones in Three Synthetic Steps.

Authors:  Munia F Sowaileh; Changho Han; Robert A Hazlitt; Eun Hoo Kim; Jinu P John; David A Colby
Journal:  Tetrahedron Lett       Date:  2016-12-21       Impact factor: 2.415

3.  Sulfonylative and Azidosulfonylative Cyclizations by Visible-Light-Photosensitization of Sulfonyl Azides in THF.

Authors:  Shaoqun Zhu; Atchutarao Pathigoolla; Grace Lowe; Darren A Walsh; Mick Cooper; William Lewis; Hon Wai Lam
Journal:  Chemistry       Date:  2017-11-16       Impact factor: 5.236

4.  Catalytic asymmetric radical aminoperfluoroalkylation and aminodifluoromethylation of alkenes to versatile enantioenriched-fluoroalkyl amines.

Authors:  Jin-Shun Lin; Fu-Li Wang; Xiao-Yang Dong; Wei-Wei He; Yue Yuan; Su Chen; Xin-Yuan Liu
Journal:  Nat Commun       Date:  2017-03-23       Impact factor: 14.919

Review 5.  Progress in Difluoroalkylation of Organic Substrates by Visible Light Photoredox Catalysis.

Authors:  Agostinho Lemos; Christian Lemaire; André Luxen
Journal:  Adv Synth Catal       Date:  2019-01-17       Impact factor: 5.837

6.  Direct C-H difluoromethylation of heterocycles via organic photoredox catalysis.

Authors:  Wei Zhang; Xin-Xin Xiang; Junyi Chen; Chen Yang; Yu-Liang Pan; Jin-Pei Cheng; Qingbin Meng; Xin Li
Journal:  Nat Commun       Date:  2020-01-31       Impact factor: 14.919
  6 in total

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