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Iron-Catalyzed Radical Acyl-Azidation of Alkenes with Aldehydes: Synthesis of Unsymmetrical β-Azido Ketones

Liang Ge, Yajun Li, Hongli Bao*

*Chinese Academy of Sciences, 155 Yangqiao Road West, Fuzhou, Fujian 350002, People’s Republic of China, Email: hlbaofjirsm.ac.cn

L. Ge, Y. Li, H. Bao, Org. Lett., 2019, 21, 256-260.

DOI: 10.1021/acs.orglett.8b03688 (free Supporting Information)


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Abstract

An iron-catalyzed acyl-azidation of alkenes provides unsymmetrical β-azido ketones under mild reaction conditions from aromatic aldehydes or aliphatic aldehydes as the acyl radical precursors, TMSN3 as the azido source, and TBHP as the initiator. The synthesized unsymmetrical β-azido ketones can be easily transformed into valuable functionalized compounds.

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Key Words

β-Azidoketones, TBHP


ID: J54-Y2019