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  Formal radical deoxyfluorination of oxalate-activated alcohols triggered by the Selectfluor-DMAP charge-transfer complex

Baunis, H., & Pieber, B. (2023). Formal radical deoxyfluorination of oxalate-activated alcohols triggered by the Selectfluor-DMAP charge-transfer complex. European Journal of Organic Chemistry, 26(42): e202300769. doi:10.1002/ejoc.202300769.

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Item Permalink: https://hdl.handle.net/21.11116/0000-000D-ADC3-4 Version Permalink: https://hdl.handle.net/21.11116/0000-000D-FDEC-D
Genre: Journal Article

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 Creators:
Baunis, Haralds1, Author
Pieber, Bartholomäus1, Author                 
Affiliations:
1Bartholomäus Pieber, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_2522692              

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Free keywords: Oxalate, Fluorination, Selectfluor, DMAP, Charge-Transfer Complexes
 Abstract: We present a photon- and metal-free approach for the radical fluorination of aliphatic oxalate-activated alcohols. The method relies on the spontaneous generation of the N-(chloromethyl)triethylenediamine radical dication, a potent single electron oxidant, from Selectfluor and 4-(dimethylamino)pyridine. The protocol is easily scalable and provides the desired fluorinated products within only a few minutes reaction time.

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Language(s): eng - English
 Dates: 2023-09-042023
 Publication Status: Issued
 Pages: -
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 Table of Contents: -
 Rev. Type: -
 Identifiers: DOI: 10.1002/ejoc.202300769
 Degree: -

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Title: European Journal of Organic Chemistry
  Other : Eur. J. Org. Chem.
Source Genre: Journal
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Publ. Info: Weinheim, Germany : Wiley-VCH
Pages: - Volume / Issue: 26 (42) Sequence Number: e202300769 Start / End Page: - Identifier: ISSN: 1434-193X