α-Fluorination of β-ketosulfones by Selectfluor™ F–TEDA–BF4

Hossein Loghmani-Khouzani; Mohammad R Poorheravi; Majid M M Sadeghi; Lorenzo Caggiano; Richard F W Jackson

doi:10.1016/j.tet.2008.05.034

α-Fluorination of β-ketosulfones by Selectfluor™ F–TEDA–BF4

Hossein Loghmani-Khouzani
, Mohammad R Poorheravi
, Majid M M Sadeghi
, Lorenzo Caggiano
, Richard F W Jackson

Department of Life Sciences

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

50 Citations (SciVal)

Abstract

Attempted fluorination of β-ketosulfides using Selectfluor™ resulted only in the isolation of the corresponding diaryl disulfides, presumed to arise by decomposition of an unstable fluorinated intermediate. However, fluorination of β-ketosulfones using Selectfluor™ under anhydrous conditions does allow the isolation of both mono-and difluorinated products in moderate to good yields.

Original language	English
Pages (from-to)	7419-7425
Number of pages	7
Journal	Tetrahedron
Volume	64
Issue number	30-31
DOIs	https://doi.org/10.1016/j.tet.2008.05.034
Publication status	Published - 2008

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10.1016/j.tet.2008.05.034

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title = "α-Fluorination of β-ketosulfones by Selectfluor{\texttrademark} F–TEDA–BF4",

abstract = "Attempted fluorination of β-ketosulfides using Selectfluor{\texttrademark} resulted only in the isolation of the corresponding diaryl disulfides, presumed to arise by decomposition of an unstable fluorinated intermediate. However, fluorination of β-ketosulfones using Selectfluor{\texttrademark} under anhydrous conditions does allow the isolation of both mono-and difluorinated products in moderate to good yields.",

author = "Hossein Loghmani-Khouzani and Poorheravi, \{Mohammad R\} and Sadeghi, \{Majid M M\} and Lorenzo Caggiano and Jackson, \{Richard F W\}",

year = "2008",

doi = "10.1016/j.tet.2008.05.034",

language = "English",

volume = "64",

pages = "7419--7425",

journal = "Tetrahedron",

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T1 - α-Fluorination of β-ketosulfones by Selectfluor™ F–TEDA–BF4

AU - Loghmani-Khouzani, Hossein

AU - Poorheravi, Mohammad R

AU - Sadeghi, Majid M M

AU - Caggiano, Lorenzo

AU - Jackson, Richard F W

PY - 2008

Y1 - 2008

N2 - Attempted fluorination of β-ketosulfides using Selectfluor™ resulted only in the isolation of the corresponding diaryl disulfides, presumed to arise by decomposition of an unstable fluorinated intermediate. However, fluorination of β-ketosulfones using Selectfluor™ under anhydrous conditions does allow the isolation of both mono-and difluorinated products in moderate to good yields.

AB - Attempted fluorination of β-ketosulfides using Selectfluor™ resulted only in the isolation of the corresponding diaryl disulfides, presumed to arise by decomposition of an unstable fluorinated intermediate. However, fluorination of β-ketosulfones using Selectfluor™ under anhydrous conditions does allow the isolation of both mono-and difluorinated products in moderate to good yields.

UR - https://www.scopus.com/pages/publications/45449083424

UR - http://dx.doi.org/10.1016/j.tet.2008.05.034

U2 - 10.1016/j.tet.2008.05.034

DO - 10.1016/j.tet.2008.05.034

M3 - Article

VL - 64

SP - 7419

EP - 7425

JO - Tetrahedron

JF - Tetrahedron

IS - 30-31

ER -

α-Fluorination of β-ketosulfones by Selectfluor™ F–TEDA–BF4

Abstract

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