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DOI: 10.1055/s-0037-1611415
C–C Bond Formation Using Nickel-Photoredox Catalysis
Publication History
Publication Date:
14 December 2018 (online)
![](https://www.thieme-connect.de/media/synfacts/201901/i_p152_s1_10-1055_s-0037-1611415.gif)
Significance
The authors developed a nickel-photoredox-catalyzed C(sp3)–H functionalization of a variety of unactivated alkyl or benzyl compounds using chloroformate derivatives. Mild coupling conditions allow the tolerance of several functional groups, leading to the corresponding carbonyl compounds in good yields.
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Comment
From a mechanistic point of view, the authors hypothesized a catalytic cycle, which starts with an oxidative addition of chloroformate to a nickel(0) species. A SET forms a nickel(III) intermediate, which undergoes subsequent photoelimination, leading to a chlorine radical. Following H-abstraction results in a carbon-centered radical. Addition of the nickel(II) complex and subsequent reductive elimination affords the carbonyl compound.
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![](https://www.thieme-connect.de/media/synfacts/201901/i_p152_s1_10-1055_s-0037-1611415.gif)