Synthesis of aryl allylic fluorides by direct electrophilic fluorination of alkenes

Hai Qing Luo; Teck Peng Loh

doi:10.1016/j.tetlet.2009.01.052

Synthesis of aryl allylic fluorides by direct electrophilic fluorination of alkenes

Hai Qing Luo, Teck Peng Loh^*

^*Corresponding author for this work

Nanyang Technological University

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

22 Citations (Scopus)

Abstract

Aryl allylic fluorides were synthesized in 47-83% yields by using Selectfluor as the electrophilic reagent in DMF. The outcome of this reaction may be explained by electronic effects while the reactivity was controlled by the stabilization effect of the aryl group on the benzylic cationic intermediates.

Original language	English
Pages (from-to)	1554-1556
Number of pages	3
Journal	Tetrahedron Letters
Volume	50
Issue number	14
DOIs	https://doi.org/10.1016/j.tetlet.2009.01.052
Publication status	Published - Apr 8 2009
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2009.01.052

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title = "Synthesis of aryl allylic fluorides by direct electrophilic fluorination of alkenes",

abstract = "Aryl allylic fluorides were synthesized in 47-83\% yields by using Selectfluor as the electrophilic reagent in DMF. The outcome of this reaction may be explained by electronic effects while the reactivity was controlled by the stabilization effect of the aryl group on the benzylic cationic intermediates.",

author = "Luo, \{Hai Qing\} and Loh, \{Teck Peng\}",

year = "2009",

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doi = "10.1016/j.tetlet.2009.01.052",

language = "English",

volume = "50",

pages = "1554--1556",

journal = "Tetrahedron Letters",

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AU - Luo, Hai Qing

AU - Loh, Teck Peng

PY - 2009/4/8

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N2 - Aryl allylic fluorides were synthesized in 47-83% yields by using Selectfluor as the electrophilic reagent in DMF. The outcome of this reaction may be explained by electronic effects while the reactivity was controlled by the stabilization effect of the aryl group on the benzylic cationic intermediates.

AB - Aryl allylic fluorides were synthesized in 47-83% yields by using Selectfluor as the electrophilic reagent in DMF. The outcome of this reaction may be explained by electronic effects while the reactivity was controlled by the stabilization effect of the aryl group on the benzylic cationic intermediates.

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DO - 10.1016/j.tetlet.2009.01.052

M3 - Article

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SN - 0040-4039

VL - 50

SP - 1554

EP - 1556

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 14

ER -

Synthesis of aryl allylic fluorides by direct electrophilic fluorination of alkenes

Abstract

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