Copper-Catalyzed Ligand-Free Diazidation of Olefins with TMSN3 in CH3CN or in H2O

Copper-Catalyzed Ligand-Free Diazidation of Olefins with TMSN3 in CH3CN or in H2O

An environmentally benign, copper-catalyzed diazidation of a broad range of olefins, including vinylarenes, unactivated alkenes, allene, and dienes, under mild conditions with TMSN3 (trimethylazidosilane) as azido source, has been developed. This reaction can be carried out in organic solvent or in...

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Veröffentlicht in:Organic letters 2017-11, Vol.19 (22), p.6120-6123
Hauptverfasser: Zhou, Huan, Jian, Wujun, Qian, Bo, Ye, Changqing, Li, Daliang, Zhou, Jing, Bao, Hongli
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container_issue 22
container_start_page 6120
container_title Organic letters
container_volume 19
creator Zhou, Huan
Jian, Wujun
Qian, Bo
Ye, Changqing
Li, Daliang
Zhou, Jing
Bao, Hongli
description An environmentally benign, copper-catalyzed diazidation of a broad range of olefins, including vinylarenes, unactivated alkenes, allene, and dienes, under mild conditions with TMSN3 (trimethylazidosilane) as azido source, has been developed. This reaction can be carried out in organic solvent or in aqueous solution where water is the sole solvent. The functional group compatibility of this reaction is good, which is proved by late-stage functionalizations of complex substrates.
doi_str_mv 10.1021/acs.orglett.7b02982
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title Copper-Catalyzed Ligand-Free Diazidation of Olefins with TMSN3 in CH3CN or in H2O
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