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Synthesis 2018; 50(17): 3460-3466
DOI: 10.1055/s-0037-1610070
paper
© Georg Thieme Verlag Stuttgart · New York

Radical Addition/Cyclization Cascade: An Efficient Approach to Nitro-Containing Quinoline-2,4(1H,3H)-diones

Tao Yang
a   Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, P. R. of China   Email: liym@kmust.edu.cn
,
Jia-Li Zhou
a   Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, P. R. of China   Email: liym@kmust.edu.cn
,
Junpeng Li
b   State Key Laboratory of Advanced Technologies for Comprehensive Utilization of Platinum Metals, Kunming Institute of Precious Metals, Kunming 650106, P. R. of China
,
Yuehai Shen
a   Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, P. R. of China   Email: liym@kmust.edu.cn
,
Chuanzhu Gao
a   Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, P. R. of China   Email: liym@kmust.edu.cn
,
Ya-Min Li*
a   Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, P. R. of China   Email: liym@kmust.edu.cn
› Author AffiliationsWe acknowledge the financial support from the National Natural Science Foundation of China (No. 21662021), the Applied Basic Research Foundation of Yunnan Province (2016DC032), and the Analysis and Testing Foundation of Kunming University of Science and Technology (2016T20130138, 20150725).
Further Information

Publication History

Received: 28 March 2018

Accepted after revision: 28 April 2018

Publication Date:
18 June 2018 (online)

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Abstract

A radical addition/cyclization cascade of o-cyanoarylacrylamides with magnesium nitrate hexahydrate is developed. This reaction exhibits good functional group tolerance and wide substrate scope, provides a highly efficient and practical access to nitro-containing quinoline-2,4(1H,3H)-diones.

Key words

quinoline-2,4(1H,3H)-dione - nitro - radical - cascade - nitrile

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1610069.
  • Supporting Information
 

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