Literature DB >> 10814377

A novel and highly efficient synthesis of gem-difluorocyclopropanes

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Abstract

[reaction: see text] A new and highly versatile source of difluorocarbene is reported. Trimethylsilyl fluorosulfonyldifluoroacetate (TFDA) undergoes decomposition in the presence of catalytic fluoride to form difluorocarbene under conditions that allow its addition to relatively electron deficient alkenes in high yield. For example, unprecedented CF2: addition to n-butyl acrylate proceeded in 73% yield.

Entities:  

Year:  2000        PMID： 10814377     DOI： 10.1021/ol0055622

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


  4 in total

Review 1.  Decarboxylative fluorination strategies for accessing medicinally- relevant products.

Authors:  Yupu Qiao; Lingui Zhu; Brett R Ambler; Ryan A Altman
Journal:  Curr Top Med Chem       Date:  2014       Impact factor: 3.295

2.  Cyclopropenone-caged Sondheimer diyne (dibenzo[a,e]cyclooctadiyne): a photoactivatable linchpin for efficient SPAAC crosslinking.

Authors:  Dewey A Sutton; Seok-Ho Yu; Richard Steet; Vladimir V Popik
Journal:  Chem Commun (Camb)       Date:  2015-11-05       Impact factor: 6.222

3.  A novel type of donor-acceptor cyclopropane with fluorine as the donor: (3 + 2)-cycloadditions with carbonyls.

Authors:  Haidong Liu; Lifang Tian; Hui Wang; Zhi-Qiang Li; Chi Zhang; Fei Xue; Chao Feng
Journal:  Chem Sci       Date:  2022-02-15       Impact factor: 9.825

4.  Efficient Difluoromethylation of sp(3) Carbon Nucleophiles by Bromodifluoromethylation Reagents with Organic Bases.

Authors:  Guokai Liu; Xin Wang; Xu Lu; Xiu-Hua Xu; Etsuko Tokunaga; Norio Shibata
Journal:  ChemistryOpen       Date:  2012-10-11       Impact factor: 2.911
  4 in total

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