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Synthesis 2017; 49(18): 4124-4132
DOI: 10.1055/s-0036-1590855
DOI: 10.1055/s-0036-1590855
feature
Vinylation of Iododifluoromethylated Alcohols via a Light-Promoted Intramolecular Atom-Transfer Reaction
This work was supported by the Russian Science Foundation (project 17-13-01041).Further Information
Publication History
Received: 16 May 2017
Accepted after revision: 06 July 2017
Publication Date:
07 August 2017 (online)


Abstract
A method for the synthesis of gem-difluorohomoallylic alcohols by the substitution of iodine in the iododifluoromethyl group by a vinyl fragment is described. The reaction proceeds via an intramolecular iodine atom transfer followed by β-elimination. The reaction is performed in the presence of an iridium photocatalyst, fac-Ir(ppy)3, and triphenylphosphine under irradiation with light-emitting diodes.
Key words
organofluorine compounds - photocatalysis - silicon reagents - radical reaction - atom transferSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1590855.
- Supporting Information