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Nickel-catalyzed sonogashira reactions of non-activated secondary alkyl bromides and iodides.

Angewandte Chemie (International ed. in English) (2013-10-12)
Jun Yi, Xi Lu, Yan-Yan Sun, Bin Xiao, Lei Liu
RÉSUMÉ

A nicked reaction: The title reaction of terminal alkynes with non-activated secondary alkyl iodides and bromides was accomplished for the first time. This reaction provides a new and practical approach for the synthesis of substituted alkynes (see scheme; cod=cyclo-1,5-octadiene).

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Sigma-Aldrich
Iodocyclohexane, 98%