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Copper-Catalyzed Reaction of Secondary Propargylamines with Ethyl Buta-2,3-dienoate for the Synthesis of 1,6-Dihydropyridines

  • Chao Liu
  • , Gaigai Wang
  • , Yuqing Wang
  • , Olga P. Pereshivko
  • , Vsevolod A. Peshkov
  • Soochow University
  • Suzhou Key Laboratory of Green Chemical Engineering

Research output: Contribution to journalArticlepeer-review

Abstract

A copper(I) bromide-catalyzed reaction of A 3 -coupling-derived propargylamines with ethyl buta-2,3-dienoate for the fast assembly of a 1,6-dihydropyridine core is described. The developed protocol was tested on a variety of secondary propargylamines and the possibility of a one-pot synthesis of 1,6-dihydropyridine through the A 3 -coupling and subsequent ethyl buta-2,3-dienoate incorporation was investigated.

Original languageEnglish
Pages (from-to)1981-1985
Number of pages5
JournalEuropean Journal of Organic Chemistry
Volume2019
Issue number10
DOIs
Publication statusPublished - Mar 14 2019

Funding

This work was supported by the start-up fund from Soochow University (grant Q410900714), National Natural Science Foundation of China (grant 21650110445), Natural Science Foundation of Jiangsu Province of China (grants BK20160310 and BK20150317), the Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD) and the Project of Scientific and Technologic Infrastructure of Suzhou (grant SZS201708).

Keywords

  • Allenes
  • Copper
  • Cyclization
  • Dihydropyridines
  • Propargylamines

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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