Issue 14, 2018
From the journal:

Green Chemistry

Visible-light-enabled oxyazidation of alkenes leading to α-azidoketones in air†

Wei Wei, ORCID logo *abc   Huanhuan Cui,c   Huilan Yue*b  and  Daoshan Yang ORCID logo *ac  

* Corresponding authors

a State Key Laboratory Base of Eco-Chemical Engineering, College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao, P. R. China
E-mail: weiweiqfnu@163.com, yangdaoshan@tsinghua.org.cn

b Key Laboratory of Tibetan Medicine Research, Northwest Institute of Plateau Biology, Chinese Academy of Sciences and Qinghai Provincial Key Laboratory of Tibetan Medicine Research, Qinghai 810008, China
E-mail: hlyue@nwipb.cas.cn

c School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu 273165, Shandong, China

Abstract

A new and facile visible-light-enabled method for the synthesis of α-azidoketones has been developed via oxyazidation of alkenes with TMSN3 in air at room temperature. A series of α-azidoketones could be easily and efficiently obtained in moderate to excellent yields via cascade C–N and C[double bond, length as m-dash]O bond formation by simply using low-toxic and inexpensive Rose Bengal (1 mol%) and PhSeSePh (5 mol%) as co-catalysts.

Graphical abstract: Visible-light-enabled oxyazidation of alkenes leading to α-azidoketones in air

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Article information

DOI
https://doi.org/10.1039/C8GC01245H
Article type
Communication
Submitted
20 Apr 2018
Accepted
12 Jun 2018
First published
21 Jun 2018

Green Chem., 2018,20, 3197-3202

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Visible-light-enabled oxyazidation of alkenes leading to α-azidoketones in air

W. Wei, H. Cui, H. Yue and D. Yang, Green Chem., 2018, 20, 3197 DOI: 10.1039/C8GC01245H

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