Palladium-Catalyzed Decarboxylation of Benzyl Fluorobenzoates

Yusuke Makida; Yasutaka Matsumoto; Ryoichi Kuwano

doi:10.1055/s-0036-1588572

Palladium-Catalyzed Decarboxylation of Benzyl Fluorobenzoates

Yusuke Makida, Yasutaka Matsumoto, Ryoichi Kuwano

Multidisciplinary chemistry

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

3 Citations (Scopus)

Abstract

The decarboxylation of benzyl fluorobenzoates has been developed by using the palladium catalyst prepared in situ from Pd(η ³ -allyl)Cp and bulky monophosphine ligand XPhos. The catalytic reaction afforded a range of fluorinated diarylmethanes in good yields with broad functional-group compatibility. The substrates were readily synthesized by condensation of the corresponding benzoic acid with benzyl alcohol. Therefore, the transformation is formally regarded as a cross-coupling reaction between fluorine-containing benzoic acids and benzyl alcohols.

Original language	English
Pages (from-to)	2573-2576
Number of pages	4
Journal	Synlett
Volume	28
Issue number	19
DOIs	https://doi.org/10.1055/s-0036-1588572
Publication status	Published - Dec 1 2017

All Science Journal Classification (ASJC) codes

Organic Chemistry

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title = "Palladium-Catalyzed Decarboxylation of Benzyl Fluorobenzoates",

abstract = "The decarboxylation of benzyl fluorobenzoates has been developed by using the palladium catalyst prepared in situ from Pd(η 3 -allyl)Cp and bulky monophosphine ligand XPhos. The catalytic reaction afforded a range of fluorinated diarylmethanes in good yields with broad functional-group compatibility. The substrates were readily synthesized by condensation of the corresponding benzoic acid with benzyl alcohol. Therefore, the transformation is formally regarded as a cross-coupling reaction between fluorine-containing benzoic acids and benzyl alcohols.",

author = "Yusuke Makida and Yasutaka Matsumoto and Ryoichi Kuwano",

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T1 - Palladium-Catalyzed Decarboxylation of Benzyl Fluorobenzoates

AU - Makida, Yusuke

AU - Matsumoto, Yasutaka

AU - Kuwano, Ryoichi

N1 - Funding Information: This work was supported by Grant-in-Aid for Young Scientists (B) (JSPS KAKENHI Grant Number JP17K14450). )(

PY - 2017/12/1

Y1 - 2017/12/1

N2 - The decarboxylation of benzyl fluorobenzoates has been developed by using the palladium catalyst prepared in situ from Pd(η 3 -allyl)Cp and bulky monophosphine ligand XPhos. The catalytic reaction afforded a range of fluorinated diarylmethanes in good yields with broad functional-group compatibility. The substrates were readily synthesized by condensation of the corresponding benzoic acid with benzyl alcohol. Therefore, the transformation is formally regarded as a cross-coupling reaction between fluorine-containing benzoic acids and benzyl alcohols.

AB - The decarboxylation of benzyl fluorobenzoates has been developed by using the palladium catalyst prepared in situ from Pd(η 3 -allyl)Cp and bulky monophosphine ligand XPhos. The catalytic reaction afforded a range of fluorinated diarylmethanes in good yields with broad functional-group compatibility. The substrates were readily synthesized by condensation of the corresponding benzoic acid with benzyl alcohol. Therefore, the transformation is formally regarded as a cross-coupling reaction between fluorine-containing benzoic acids and benzyl alcohols.

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DO - 10.1055/s-0036-1588572

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EP - 2576

JO - Synlett

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IS - 19

ER -

Palladium-Catalyzed Decarboxylation of Benzyl Fluorobenzoates

Abstract

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