Chemistry Letters
Online ISSN : 1348-0715
Print ISSN : 0366-7022
ISSN-L : 0366-7022
Letter
Iron-catalyzed Suzuki–Miyaura Coupling Reaction of Unactivated Alkyl Halides with Lithium Alkynylborates
Naohisa NakagawaTakuji HatakeyamaMasaharu Nakamura
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JOURNAL OPEN ACCESS
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2015 Volume 44 Issue 4 Pages 486-488

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Abstract

A Suzuki–Miyaura coupling reaction between unactivated alkyl halides and lithium alkynylborates was performed using an iron–bisphosphine catalyst. The reaction shows high chemoselectivity and is applicable to a broad scope of substrates bearing electrophilic functional groups. A radical probe experiment using cyclopropylmethyl bromide was conducted to investigate the nature of the intermediate in the reaction, showing that an alkyl radical species is generated from the alkyl halide substrate.

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© 2015 The Chemical Society of Japan
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