Highly Selective gem-Difluoropropargylation of Unactivated Alkylzinc Reagents Catalyzed by Nickel

Xingang Zhang describes a selective Ni-catalyzed gem-difluoropropargylation of alkylzinc reagents.

With increasing demands from both life and materials science sectors, the controllable introduction of fluorine atom(s) into organic molecules has become an attractive strategy to modulate physical and biological properties of functional molecules, owing to the unique characteristics of fluorine atom(s) and C–F bond. Over the past decade, tremendous efforts have been made in developing new and general methods for site-selective fluorination and fluoroalkylations, for example, transition-metal-catalyzed fluoroalkylations for the construction of C–Rf bonds. However, most of these methods rely on the construction of Ar–Rf bonds, whereas it remains a challenge to adapt the same strategy to form Csp3–Rf bonds. Recently, the research group of Professor Xingang Zhang at Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences (P. R. of China) demonstrated the feasibility of forming Csp3–CF2R bonds by employing the transition-metal-catalyzed difluoroalkylation strategy.


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