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

Nanyang Technological University

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

22 Scopus citations

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
State	Published - 8 Apr 2009
Externally published	Yes

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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",

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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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U2 - 10.1016/j.tetlet.2009.01.052

DO - 10.1016/j.tetlet.2009.01.052

M3 - 文章

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SN - 0040-4039

VL - 50

SP - 1554

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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ER -

Synthesis of aryl allylic fluorides by direct electrophilic fluorination of alkenes

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