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Synfacts 2024; 20(10): 1043
DOI: 10.1055/s-0043-1775103
Metals in Synthesis

Copper-Catalyzed Oxidative Hydrofunctionalization of Alkenes

Contributor(s):
Martin Oestreich
,
Hendrik F. T. Klare
,
Sergiu Bicic
Wang J.-J, Huang H, Sun H.-L, Yang F, Wen J, Zhu R. * Peking University, Beijing, P. R. of China
Mimicking Hydrogen-Atom-Transfer-Like Reactivity in Copper-Catalysed Olefin Hydrofunctionalization.

Nat. Catal. 2024;
7: 838-846
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Key words

alkenes - copper catalysis - hydrofunctionalization - hydrogen atom transfer

Significance

Zhu and co-workers report a copper-catalyzed protocol for the oxidative hydrofunctionalization of styrene derivatives via metal hydride hydrogen atom transfer (MHAT). This method enables a wide range of C–O and C–N bond formations in good yields with exclusive Markovnikov regioselectivity.


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Comment

Experimental studies support the shown catalytic cycle. A non-conventional [Cun]–H species is proposed to be the key intermediate, which delivers a hydrogen atom to the olefin. This process features high tolerance toward otherwise [CuI]–H incompatible ketones and aldehydes.


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Publication History

Article published online:
13 September 2024

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