Dioxygen Activation via Cu-Catalyzed Cascade Radical Reaction: An Approach to Isoxazoline/Cyclic Nitrone-Featured α‑Ketols

A facile, mild, and efficient dioxygen activation for the synthesis of isoxazoline/cyclic nitrone-featured α-ketols has been achieved by Cu-catalyzed trifunctionalization of internal unactivated alkynes of unsaturated ketoximes at room temperature. 18O isotope tracing and DFT calculation reveal that...

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Bibliographic Details
Published in:ACS catalysis 2017-11, Vol.7 (11), p.7830-7834
Main Authors: Peng, Xie-Xue, Wei, Dian, Han, Wen-Jun, Chen, Fei, Yu, Wei, Han, Bing
Format: Article
Language:English
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Summary:A facile, mild, and efficient dioxygen activation for the synthesis of isoxazoline/cyclic nitrone-featured α-ketols has been achieved by Cu-catalyzed trifunctionalization of internal unactivated alkynes of unsaturated ketoximes at room temperature. 18O isotope tracing and DFT calculation reveal that a cascade iminoxyl radical dichotomous 5-exo-dig cyclization/oxygen activation/peroxy radical 4-endo-trig cyclization process was involved in the reaction.
ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.7b03078