Sonochemical fluorination of heterocyclic nitro compounds with Selectfluor™ (F-TEDA-BF 4)

Sonochemical fluorination of heterocyclic nitro compounds with Selectfluor™ (F-TEDA-BF 4)

Reagents and conditions: (i) DBU, Selectfluor, CH 2Cl 2, 4–6 h, rt; (ii) CH 3COONH 4, Selectfluor, CH 3OH, 10–15 min, rt. CH and CH 2 groups attached to a heterocycle and a nitro function were rapidly mono- or difluorinated by reaction with 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2,2,2]octane bi...

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Bibliographic Details
Published in:Tetrahedron letters Vol. 47; no. 14; pp. 2455 - 2457
Main Authors: Sadeghi, Majid M., Loghmani-Khouzani, Hossein, Ranjbar-Karimi, Reza, Golding, Bernard T.
Format: Journal Article
Language:English
Published: Elsevier Ltd 03-04-2006
Subjects:
DBU
Heterocycles
Nitro compounds
Selectfluor
Ultrasonic
Nitro compounds
Heterocycles
DBU
Selectfluor
Ultrasonic
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Summary:Reagents and conditions: (i) DBU, Selectfluor, CH 2Cl 2, 4–6 h, rt; (ii) CH 3COONH 4, Selectfluor, CH 3OH, 10–15 min, rt. CH and CH 2 groups attached to a heterocycle and a nitro function were rapidly mono- or difluorinated by reaction with 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2,2,2]octane bis-tetrafluoroborate (Selectfluor) in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), preferably with ultrasonic irradiation.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2006.01.037