A General Suzuki–Miyaura Coupling of Aryl Chlorides with Potassium Aryltrifluoroborates­ in Water Catalyzed by an Efficient CPCy Phendole-phos–Palladium Complex

On Ying Yuen; Shun Man Wong; Kin Fai Chan; Chau Ming So; Fuk Yee Kwong

doi:10.1055/s-0033-1338660

Synthesis, Inhaltsverzeichnis

Synthesis 2014; 46(20): 2826-2832
DOI: 10.1055/s-0033-1338660

paper

A General Suzuki–Miyaura Coupling of Aryl Chlorides with Potassium Aryltrifluoroborates in Water Catalyzed by an Efficient CPCy Phendole-phos–Palladium Complex

On Ying Yuen

^aThe Hong Kong Polytechnic University Shenzhen Research Institute (SZRI), Shenzhen, P. R. of China

^bState Key Laboratory of Chirosciences and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong Fax: +852(2364)9932 eMail: chau.ming.so@polyu.edu.hk eMail: fuk-yee.kwong@polyu.edu.hk

,

Shun Man Wong

^aThe Hong Kong Polytechnic University Shenzhen Research Institute (SZRI), Shenzhen, P. R. of China

^bState Key Laboratory of Chirosciences and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong Fax: +852(2364)9932 eMail: chau.ming.so@polyu.edu.hk eMail: fuk-yee.kwong@polyu.edu.hk

,

Kin Fai Chan

^bState Key Laboratory of Chirosciences and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong Fax: +852(2364)9932 eMail: chau.ming.so@polyu.edu.hk eMail: fuk-yee.kwong@polyu.edu.hk

,

Chau Ming So*

^bState Key Laboratory of Chirosciences and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong Fax: +852(2364)9932 eMail: chau.ming.so@polyu.edu.hk eMail: fuk-yee.kwong@polyu.edu.hk

,

Fuk Yee Kwong*

^aThe Hong Kong Polytechnic University Shenzhen Research Institute (SZRI), Shenzhen, P. R. of China

^bState Key Laboratory of Chirosciences and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong Fax: +852(2364)9932 eMail: chau.ming.so@polyu.edu.hk eMail: fuk-yee.kwong@polyu.edu.hk

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Abstract

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Abstract

General examples of the palladium-catalyzed Suzuki–Miyaura cross-coupling of aryl or heteroaryl chlorides with potassium aryl- or heteroaryltrifluoroborates in water are presented. The palladium complex comprising of palladium(II) acetate and ‘CPCy Phendole-phos’ is found to be a highly effective catalyst system for this coupling reaction with low catalyst loading (down to 0.005 mol% Pd).

Key words

palladium - Suzuki–Miyaura reaction - aryl chloride - potassium aryltrifluoroborates - water - arylation

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Referenzen

References

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Zusatzmaterial

Supporting Information

A General Suzuki–Miyaura Coupling of Aryl Chlorides with Potassium Aryltrifluoroborates­ in Water Catalyzed by an Efficient CPCy Phendole-phos–Palladium Complex

A General Suzuki–Miyaura Coupling of Aryl Chlorides with Potassium Aryltrifluoroborates in Water Catalyzed by an Efficient CPCy Phendole-phos–Palladium Complex