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Chemo-selective Aziridination and Oxyamination of Alkenes with Nano-cobalt catalyst
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Aziridine synthesis from readily available alkene has been a long-standing point of interest for organic chemists, owing to their widely existence in bioactive compounds and plentiful synthetic derivatiza-tions. Herein, a nano-cobalt catalyzed chemo-selective aziridina-tion/oxyamination reaction from alkene and hydroxylamine was de-veloped under room temperature, this system proceeds without exter-nal oxidant and exhibits mild, efficient, atom-economic and recyclable characters, which makes this discovery more practical and fascinating. Late-stage aziridinations of drug-derived olefins and diversified syn-thetic transformation of the aziridine product further expanded the utility of this method. Moreover, this novel methodology represents a rare example of alkene difunctionalization under nano-catalyst, which bridges the gap between homo- and heterogeneous catalysis. Finally, mechanistic studies including deuterium-labeled experiment and Hammet analysis were conducted, and a potential mechanism was proposed accordingly.
American Chemical Society (ACS)
Title: Chemo-selective Aziridination and Oxyamination of Alkenes with Nano-cobalt catalyst
Description:
Aziridine synthesis from readily available alkene has been a long-standing point of interest for organic chemists, owing to their widely existence in bioactive compounds and plentiful synthetic derivatiza-tions.
Herein, a nano-cobalt catalyzed chemo-selective aziridina-tion/oxyamination reaction from alkene and hydroxylamine was de-veloped under room temperature, this system proceeds without exter-nal oxidant and exhibits mild, efficient, atom-economic and recyclable characters, which makes this discovery more practical and fascinating.
Late-stage aziridinations of drug-derived olefins and diversified syn-thetic transformation of the aziridine product further expanded the utility of this method.
Moreover, this novel methodology represents a rare example of alkene difunctionalization under nano-catalyst, which bridges the gap between homo- and heterogeneous catalysis.
Finally, mechanistic studies including deuterium-labeled experiment and Hammet analysis were conducted, and a potential mechanism was proposed accordingly.
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