Recent Progress on Nickel-Catalyzed Reductive Dicarbofunctionalization of Alkenes
Yucheng Liu , Fu-Yu Li , Muneer-ul-Shafi Bhat , Lan Tian , Hao-Ran Zhang , Huan Meng , Han-Tong Zhao , Yu-Long Li , Wei Shu
Chinese Journal of Chemistry ›› 2025, Vol. 43 ›› Issue (24) : 3637 -3658.
As readily available and abundant industrial feedstocks, alkenes have emerged as versatile platform for constructing value-added targets. Transition metal-catalyzed dicarbofunctionalizations reactions forge two carbon-carbon bonds in one step with construction of two vicinal saturated carbon centers, providing profound synthetic potential in organic synthesis and pharmaceutical chemistry. In particular, nickel-catalyzed reductive dicarbofunctionalization of alkenes has witnessed remarkable progress in recent years. Compared to conventional redox-neutral dicarbofunctionalization strategy, reductive variant offers significant advantages, such as no use of pre-formed organometallic reagents, operational simplicity and mild reaction conditions. This review summarizes developments of nickel-catalyzed reductive dicarbofunctionalization of alkenes to forge diverse carbon-carbon bonds in the absence of stoichiometric carbon nucleophiles. The mechanistic considerations are comprehensively discussed, including two-electron migratory insertion and the single-electron radical addition pathways. Furthermore, we provide critical insights into future directions and potential challenges in this area, highlighting opportunities for further methodology development and applications for nickel-catalyzed reductive dicarbofunctionalization of alkenes.
Alkenes / Dicarbofunctionalization / Nickel catalysis / Reductive cross-coupling / C–C bond-forming process
2025 SIOC, CAS, Shanghai, & WILEY-VCH GmbH
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