Palladium-Catalyzed Phosphorylation of Aryl Mesylates and Tosylates

Wai Chung Fu; Chau Ming So; Fuk Yee Kwong

doi:10.1021/acs.orglett.5b03104

Palladium-Catalyzed Phosphorylation of Aryl Mesylates and Tosylates

Wai Chung Fu, Chau Ming So, Fuk Yee Kwong^*

^*Corresponding author for this work

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

106 Citations (Scopus)

Abstract

The first general palladium catalyst for the phosphorylation of aryl mesylates and tosylates is reported. The newly developed system exhibits excellent functional group compatibility. For instance, free amino, keto, ester, and amido groups, as well as heterocycles, remain intact during the course of reaction. The mesylated derivatives of biologically active compounds such as 17β-estradiol and 6-hydroxyflavone are also shown to be applicable substrates. A one-pot phosphorylation-amination sequence is described for the facile synthesis of potential pharmacophores. © 2015 American Chemical Society.

Original language	English
Pages (from-to)	5906-5909
Number of pages	4
Journal	Organic Letters
Volume	17
Issue number	23
Online published	17 Nov 2015
DOIs	https://doi.org/10.1021/acs.orglett.5b03104
Publication status	Published - 4 Dec 2015
Externally published	Yes

Funding

We thank the Research Grants Council of Hong Kong (CRF: C5023-14G), General Research Fund (PolyU 153008/14P), and State Key Laboratory of Chirosciences for financial support.

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abstract = "The first general palladium catalyst for the phosphorylation of aryl mesylates and tosylates is reported. The newly developed system exhibits excellent functional group compatibility. For instance, free amino, keto, ester, and amido groups, as well as heterocycles, remain intact during the course of reaction. The mesylated derivatives of biologically active compounds such as 17β-estradiol and 6-hydroxyflavone are also shown to be applicable substrates. A one-pot phosphorylation-amination sequence is described for the facile synthesis of potential pharmacophores. {\textcopyright} 2015 American Chemical Society.",

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AU - Fu, Wai Chung

AU - So, Chau Ming

AU - Kwong, Fuk Yee

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Y1 - 2015/12/4

N2 - The first general palladium catalyst for the phosphorylation of aryl mesylates and tosylates is reported. The newly developed system exhibits excellent functional group compatibility. For instance, free amino, keto, ester, and amido groups, as well as heterocycles, remain intact during the course of reaction. The mesylated derivatives of biologically active compounds such as 17β-estradiol and 6-hydroxyflavone are also shown to be applicable substrates. A one-pot phosphorylation-amination sequence is described for the facile synthesis of potential pharmacophores. © 2015 American Chemical Society.

AB - The first general palladium catalyst for the phosphorylation of aryl mesylates and tosylates is reported. The newly developed system exhibits excellent functional group compatibility. For instance, free amino, keto, ester, and amido groups, as well as heterocycles, remain intact during the course of reaction. The mesylated derivatives of biologically active compounds such as 17β-estradiol and 6-hydroxyflavone are also shown to be applicable substrates. A one-pot phosphorylation-amination sequence is described for the facile synthesis of potential pharmacophores. © 2015 American Chemical Society.

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U2 - 10.1021/acs.orglett.5b03104

DO - 10.1021/acs.orglett.5b03104

M3 - RGC 21 - Publication in refereed journal

C2 - 26574778

SN - 1523-7060

VL - 17

SP - 5906

EP - 5909

JO - Organic Letters

JF - Organic Letters

IS - 23

ER -

Palladium-Catalyzed Phosphorylation of Aryl Mesylates and Tosylates

Abstract

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