Aryl[2‐(hydroxypro‐2‐yl)cyclohyxyl]dimethylsilane: A Robust Aryl(trialkyl)silane Reagent for Nickel‐catalyzed Cross‐coupling Reactions with Aryl Tosylates | Zendy

Tang Shi | Zendy; Li ShuHua | Zendy; Nakao Yoshiaki | Zendy; Hiyama Tamejiro | Zendy

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Aryl[2‐(hydroxypro‐2‐yl)cyclohyxyl]dimethylsilane: A Robust Aryl(trialkyl)silane Reagent for Nickel‐catalyzed Cross‐coupling Reactions with Aryl Tosylates

Author(s) -

Tang Shi,

Li ShuHua,

Nakao Yoshiaki,

Hiyama Tamejiro

Publication year - 2013

Publication title -

asian journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.846

H-Index - 44

eISSN - 2193-5815

pISSN - 2193-5807

DOI - 10.1002/ajoc.201300031

Subject(s) - aryl , dimethylsilane , chemistry , reagent , silane , catalysis , nickel , ether , organic chemistry , coupling reaction , alkyl

A general route for the synthesis of an aryl(trialkyl)silane reagent, aryl[2‐(hydroxypro‐2‐yl)cyclohexyl]dimethylsilane, is demonstrated. By using a carbonate salt as an activator, the robust aryl(trialkyl)silane promotes nickel‐catalyzed aryl–aryl cross‐coupling reactions with aryl tosylates in a fluoride‐free and highly chemoselective manner. A reusable cyclic silyl ether was also quantitatively recovered.

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