Palladium-indolylphosphine-catalyzed hiyama cross-coupling of aryl mesylates

Chau Ming So; Hang Wai Lee; Chak Po Lau; Fuk Yee Kwong

doi:10.1021/ol802493z

Palladium-indolylphosphine-catalyzed hiyama cross-coupling of aryl mesylates

Chau Ming So, Hang Wai Lee, Chak Po Lau, Fuk Yee Kwong

Research output: Journal article publication › Journal article › Academic research › peer-review

95 Citations (Scopus)

Abstract

(Chemical Equation Presented) Aryl mesylates are found to be applicable as electrophiles in organosilicon-mediated coupling reactions. The catalyst system comprising 2 mol % of Pd(OAc)2 and CM-phos supporting ligand is highly effective in catalyzing Hiyama cross-coupling of various aryl and heteroaryl mesylates. Interesting acid additive effects show that the presence of 0.25-0.50 equiv of acetic acid efficiently suppresses the mesylate decomposition and generally promotes the coupling product yields.

Original language	English
Pages (from-to)	317-320
Number of pages	4
Journal	Organic Letters
Volume	11
Issue number	2
DOIs	https://doi.org/10.1021/ol802493z
Publication status	Published - 15 Jan 2009

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol802493z

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abstract = "(Chemical Equation Presented) Aryl mesylates are found to be applicable as electrophiles in organosilicon-mediated coupling reactions. The catalyst system comprising 2 mol % of Pd(OAc)2 and CM-phos supporting ligand is highly effective in catalyzing Hiyama cross-coupling of various aryl and heteroaryl mesylates. Interesting acid additive effects show that the presence of 0.25-0.50 equiv of acetic acid efficiently suppresses the mesylate decomposition and generally promotes the coupling product yields.",

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AU - So, Chau Ming

AU - Lee, Hang Wai

AU - Lau, Chak Po

AU - Kwong, Fuk Yee

PY - 2009/1/15

Y1 - 2009/1/15

N2 - (Chemical Equation Presented) Aryl mesylates are found to be applicable as electrophiles in organosilicon-mediated coupling reactions. The catalyst system comprising 2 mol % of Pd(OAc)2 and CM-phos supporting ligand is highly effective in catalyzing Hiyama cross-coupling of various aryl and heteroaryl mesylates. Interesting acid additive effects show that the presence of 0.25-0.50 equiv of acetic acid efficiently suppresses the mesylate decomposition and generally promotes the coupling product yields.

AB - (Chemical Equation Presented) Aryl mesylates are found to be applicable as electrophiles in organosilicon-mediated coupling reactions. The catalyst system comprising 2 mol % of Pd(OAc)2 and CM-phos supporting ligand is highly effective in catalyzing Hiyama cross-coupling of various aryl and heteroaryl mesylates. Interesting acid additive effects show that the presence of 0.25-0.50 equiv of acetic acid efficiently suppresses the mesylate decomposition and generally promotes the coupling product yields.

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U2 - 10.1021/ol802493z

DO - 10.1021/ol802493z

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Palladium-indolylphosphine-catalyzed hiyama cross-coupling of aryl mesylates

Abstract

ASJC Scopus subject areas

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