Nickel-catalyzed arylative telomerization of isoprene

Xiao-Yu Wang, Bing-Zhi Chen, Su-Yang Xu, Xue-Ting Li, Yan Liu, Ding-Wei Ji and Qing-An Chen ()
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Xiao-Yu Wang: Chinese Academy of Sciences
Bing-Zhi Chen: Chinese Academy of Sciences
Su-Yang Xu: Chinese Academy of Sciences
Xue-Ting Li: Chinese Academy of Sciences
Yan Liu: Chinese Academy of Sciences
Ding-Wei Ji: Chinese Academy of Sciences
Qing-An Chen: Chinese Academy of Sciences

Nature Communications, 2025, vol. 16, issue 1, 1-10

Abstract: Abstract Developing new transformations of bulky chemicals is an important approach to expand the reaction boundary of current chemistry. Instead of traditional hydroarylation of dienes, we herein demonstrate a nickel-catalyzed arylative telomerization of isoprene with high chemo- and regioselectivities. By utilizing a bulky mono-phosphine ligand, a range of structurally diverse aryl substituted terpenes are created efficiently under redox-neutral conditions. Preliminary mechanistic studies suggest this telomerization proceeds through an oxidative cyclometallation of isoprene with Ni(0) species followed by arylation with organoboron reagents. Beyond enabling efficient isoprene transformation, this work also provides a supplementary approach for the monoterpenoids synthesis.

Date: 2025
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DOI: 10.1038/s41467-025-64893-y

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