Literature DB >> 30024764

Copper-Catalyzed Reductive Trifluoromethylation of Alkyl Iodides with Togni's Reagent.

Yanchi Chen1, Guobin Ma1, Hegui Gong1.   

Abstract

This work illustrates a reductive cross-electrophile coupling protocol for trifluoromethylation of alkyl iodides under Cu-catalyzed/Ni-promoted reaction conditions. The use of diboron esters as the terminal reductant allows the effective generation of the alkyl-CF3 products with excellent functional group tolerance and broad substrate scope. A mechanism involving a reaction of alkyl-Cu with Togni's reagent was proposed.

Entities:  

Year:  2018        PMID: 30024764     DOI: 10.1021/acs.orglett.8b02005

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Metallaphotoredox Perfluoroalkylation of Organobromides.

Authors:  Xiangbo Zhao; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2020-11-09       Impact factor: 15.419

2.  Nickel-Catalyzed Alkyl-Alkyl Cross-Electrophile Coupling Reaction of 1,3-Dimesylates for the Synthesis of Alkylcyclopropanes.

Authors:  Amberly B Sanford; Taylor A Thane; Tristan M McGinnis; Pan-Pan Chen; Xin Hong; Elizabeth R Jarvo
Journal:  J Am Chem Soc       Date:  2020-03-04       Impact factor: 15.419

3.  Interrupting the Barton-McCombie Reaction: Aqueous Deoxygenative Trifluoromethylation of O-Alkyl Thiocarbonates.

Authors:  Zhi-Yun Liu; Silas P Cook
Journal:  Org Lett       Date:  2021-01-14       Impact factor: 6.072

4.  Halogenation Reactions of Alkyl Alcohols Employing Methyl Grignard Reagents.

Authors:  Nadia Hirbawi; Patricia C Lin; Elizabeth R Jarvo
Journal:  J Org Chem       Date:  2022-09-01       Impact factor: 4.198

  4 in total

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