Mild and metal-free oxy- and amino-fluorination for the synthesis of fluorinated heterocycles

Dixit Parmar; Magnus Rueping

doi:10.1039/c4cc05027d

Mild and metal-free oxy- and amino-fluorination for the synthesis of fluorinated heterocycles

Dixit Parmar, Magnus Rueping^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

39 Scopus citations

Abstract

A mild intramolecular fluoro-cyclisation reaction of benzylic alcohols and amines has been developed. This strategy uses commercially available Selectfluor to trigger electrophilic cyclisations to afford fluorinated heterocycles containing 1,3-disubstitution. The dual role of the reagent as a fluorine source and a base is shown to be crucial for reactivity.

Original language	English (US)
Pages (from-to)	13928-13931
Number of pages	4
Journal	CHEMICAL COMMUNICATIONS
Volume	50
Issue number	90
DOIs	https://doi.org/10.1039/c4cc05027d
State	Published - Oct 16 2014
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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title = "Mild and metal-free oxy- and amino-fluorination for the synthesis of fluorinated heterocycles",

abstract = "A mild intramolecular fluoro-cyclisation reaction of benzylic alcohols and amines has been developed. This strategy uses commercially available Selectfluor to trigger electrophilic cyclisations to afford fluorinated heterocycles containing 1,3-disubstitution. The dual role of the reagent as a fluorine source and a base is shown to be crucial for reactivity.",

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AU - Rueping, Magnus

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N2 - A mild intramolecular fluoro-cyclisation reaction of benzylic alcohols and amines has been developed. This strategy uses commercially available Selectfluor to trigger electrophilic cyclisations to afford fluorinated heterocycles containing 1,3-disubstitution. The dual role of the reagent as a fluorine source and a base is shown to be crucial for reactivity.

AB - A mild intramolecular fluoro-cyclisation reaction of benzylic alcohols and amines has been developed. This strategy uses commercially available Selectfluor to trigger electrophilic cyclisations to afford fluorinated heterocycles containing 1,3-disubstitution. The dual role of the reagent as a fluorine source and a base is shown to be crucial for reactivity.

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U2 - 10.1039/c4cc05027d

DO - 10.1039/c4cc05027d

M3 - Article

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IS - 90

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Mild and metal-free oxy- and amino-fluorination for the synthesis of fluorinated heterocycles

Abstract

ASJC Scopus subject areas

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