Synlett 2012; 23(15): 2255-2260
DOI: 10.1055/s-0032-1317044
letter
© Georg Thieme Verlag Stuttgart · New York

Novel Synthesis of trans-4,6-Diaryl-5-nitropiperidin-2-ones via Four-Component Reaction from Substituted Nitrostyrenes, Aromatic Aldehydes, Dimethyl Malonate, and Formamide

Zhengquan Zhou
School of Chemistry and Chemical Engineering, Yangzhou University, 180 Siwangting Street, Yangzhou 225002, P. R. of China, Fax: +86(514)87975244   Email: wangcd@yzu.edu.cn
,
Hui Liu
School of Chemistry and Chemical Engineering, Yangzhou University, 180 Siwangting Street, Yangzhou 225002, P. R. of China, Fax: +86(514)87975244   Email: wangcd@yzu.edu.cn
,
Qian Sun
School of Chemistry and Chemical Engineering, Yangzhou University, 180 Siwangting Street, Yangzhou 225002, P. R. of China, Fax: +86(514)87975244   Email: wangcd@yzu.edu.cn
,
Yun Li
School of Chemistry and Chemical Engineering, Yangzhou University, 180 Siwangting Street, Yangzhou 225002, P. R. of China, Fax: +86(514)87975244   Email: wangcd@yzu.edu.cn
,
Jing Yang
School of Chemistry and Chemical Engineering, Yangzhou University, 180 Siwangting Street, Yangzhou 225002, P. R. of China, Fax: +86(514)87975244   Email: wangcd@yzu.edu.cn
,
Juanjuan Liu
School of Chemistry and Chemical Engineering, Yangzhou University, 180 Siwangting Street, Yangzhou 225002, P. R. of China, Fax: +86(514)87975244   Email: wangcd@yzu.edu.cn
,
Peiyun Yan
School of Chemistry and Chemical Engineering, Yangzhou University, 180 Siwangting Street, Yangzhou 225002, P. R. of China, Fax: +86(514)87975244   Email: wangcd@yzu.edu.cn
,
Cunde Wang*
School of Chemistry and Chemical Engineering, Yangzhou University, 180 Siwangting Street, Yangzhou 225002, P. R. of China, Fax: +86(514)87975244   Email: wangcd@yzu.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 17 June 2012

Accepted after revision: 16 July 2012

Publication Date:
08 August 2012 (online)


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Abstract

An effective and practical method has been developed for the diversity-oriented synthesis of trans-4,6-diaryl-5-nitro­piperidin-2-ones via four-component reaction from substituted nitro­styrenes, aromatic aldehydes, dimethyl malonate, and formamide for the generation of a wide range of structurally interesting and pharmacologically significant compounds. It is worth mentioning that in the course of this reaction, the formation of products was highly stereoselective.

Supporting Information