Issue 18, 2016
From the journal:

Chemical Communications

Visible light-induced intramolecular dearomative cyclization of α-bromo-N-benzyl-alkylamides: efficient construction of 2-azaspiro[4.5]decanes†

Bei Hu,a   Yuyuan Li,b   Wuheng Dong,a   Kai Ren,a   Xiaomin Xie,a   Jun Wanb  and  Zhaoguo Zhang*ac  

* Corresponding authors

a School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China
E-mail: zhaoguo@sjtu.edu.cn

b College of Chemistry and Molecular Engineering and College of Environment and Safety Engineering, Qingdao University of Science and Technology, 53 Zhengzhou Road, Qingdao 266042, China

c Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China

Abstract

An efficient intramolecular dearomative cyclization via visible light-induced photoredox catalysis allows for a highly regioselective dearomative cyclization of α-bromo-N-benzyl-alkylamides to construct 2-azaspiro[4.5]decanes in the presence of an iridium catalyst.

Graphical abstract: Visible light-induced intramolecular dearomative cyclization of α-bromo-N-benzyl-alkylamides: efficient construction of 2-azaspiro[4.5]decanes

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Article information

DOI
https://doi.org/10.1039/C5CC09726F
Article type
Communication
Submitted
25 Nov 2015
Accepted
26 Jan 2016
First published
01 Feb 2016

Chem. Commun., 2016,52, 3709-3712

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Visible light-induced intramolecular dearomative cyclization of α-bromo-N-benzyl-alkylamides: efficient construction of 2-azaspiro[4.5]decanes

B. Hu, Y. Li, W. Dong, K. Ren, X. Xie, J. Wan and Z. Zhang, Chem. Commun., 2016, 52, 3709 DOI: 10.1039/C5CC09726F

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