Photodecarboxylative Amination of Redox-Active Esters with Diazirines

Photodecarboxylative Amination of Redox-Active Esters with Diazirines

Diazirines have been recently demonstrated to serve as electrophilic amination reagents that afford diaziridines, versatile heterocycles that are readily transformed into amines, hydrazines, and nitrogen-containing heterocycles. Here, we report the photodecarboxylative amination of redox-active este...

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Veröffentlicht in:Organic letters 2021-11, Vol.23 (22), p.8838-8842
Hauptverfasser: Maharaj, Vishala, Chandrachud, Preeti P, Che, Wen, Wojtas, Lukasz, Lopchuk, Justin M
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container_end_page 8842
container_issue 22
container_start_page 8838
container_title Organic letters
container_volume 23
creator Maharaj, Vishala
Chandrachud, Preeti P
Che, Wen
Wojtas, Lukasz
Lopchuk, Justin M
description Diazirines have been recently demonstrated to serve as electrophilic amination reagents that afford diaziridines, versatile heterocycles that are readily transformed into amines, hydrazines, and nitrogen-containing heterocycles. Here, we report the photodecarboxylative amination of redox-active esters with diazirines using inexpensive photoactivators under mild conditions with an enhanced scope for primary substrates. The stability of diazirines to blue light is demonstrated, paving the way for further research into other photochemical amination methods with these unique heterocycles.
doi_str_mv 10.1021/acs.orglett.1c03344
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title Photodecarboxylative Amination of Redox-Active Esters with Diazirines
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