Literature DB >> 24979681

Copper-catalyzed direct C-2 difluoromethylation of furans and benzofurans: access to C-2 CF2H derivatives.

Marie-Charlotte Belhomme1, Thomas Poisson, Xavier Pannecoucke.   

Abstract

We report herein the first copper-catalyzed C-2 difluoromethylation of furans and benzofurans. The developed methodology allows the selective introduction of the CF2CO2Et moiety at C-2 using CuI as a catalyst. This process was applied to a broad range of furans and benzofurans, giving the functionalized products in moderate to good yields. The resulting products were then decarboxylated to afford the highly valuable C-2-CF2H-substituted furans and benzofurans in good yields.

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Year:  2014        PMID: 24979681     DOI: 10.1021/jo5010907

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  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

2.  Cobalt-catalyzed difluoroalkylation of tertiary aryl ketones for facile synthesis of quaternary alkyl difluorides.

Authors:  Chao Li; Yi-Xuan Cao; Rui Wang; Yi-Ning Wang; Quan Lan; Xi-Sheng Wang
Journal:  Nat Commun       Date:  2018-11-23       Impact factor: 14.919

3.  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

  3 in total

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