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Direct Photoexcitation Enables Nickel-Catalyzed C(sp 3 )–C(sp 3 ) Coupling of α-Bromonitriles with Alkylzirconocenes

Jianru XieChemical Synthesis Lab
Jianguo HanChemical Synthesis Lab
Xiushan LiuChemical Synthesis Lab
Huifeng YueChemical Synthesis Lab
Organic Letters·February 8, 2026
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Abstract

We report a visible-light-mediated nickel-catalyzed C(sp<sup>3</sup>)-C(sp<sup>3</sup>) cross-coupling between α-bromonitriles and alkylzirconocene reagents enabled by a direct photoexcitation strategy. Alkyl radicals are generated from <i>in situ</i> formed alkylzirconocenes under visible-light irradiation and efficiently incorporated into a nickel catalytic cycle to forge C(sp<sup>3</sup>)-C(sp<sup>3</sup>) bonds under mild conditions. The reaction accommodates a range of α-bromonitriles and alkene-derived alkyl fragments, and its synthetic utility is demonstrated by scale-up experiments and downstream derivatizations.

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