THREE-COMPONENT HETERO-DOMINO CYCLIZATION AND COPPER-CATALYZED DOUBLE A<sup>3</sup>-COUPLING REACTION OF ETHANE-1,2-DIAMINES, FORMALDEHYDE, AND ALKYNES TO AFFORD 1,3-DIPROPARGYLIMIDAZOLIDINES

Authors

  • Lu Sun Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, 130 Meilong Rd., Shanghai 200237
  • Mengying Wu Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, 130 Meilong Rd., Shanghai 200237
  • Xi Huang Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, 130 Meilong Rd., Shanghai 200237
  • Jiayi Wang Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, 130 Meilong Rd., Shanghai 200237
  • Gonghua Song Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, 130 Meilong Rd., Shanghai 200237

DOI:

https://doi.org/10.1007/4365

Keywords:

1, 3-dipropargylimidazolidines, A3-coupling, copper catalysis, cyclization, hetero-domino reaction, three-component reaction

Abstract

A novel and efficient approach to the synthesis of 1,3-dipropargylimidazolidines via a hetero-domino cyclization and copper-catalyzed double A3-coupling reaction of ethane-1,2-diamines, formaldehyde, and alkynes has been reported. The transformation provides a useful method for the synthesis of imidazolidine derivatives.

Author Biographies

Lu Sun, Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, 130 Meilong Rd., Shanghai 200237

Shanghai Key Laboratory of Chemical Biology, School of Pharmacy

Jiayi Wang, Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, 130 Meilong Rd., Shanghai 200237

Shanghai Key Laboratory of Chemical Biology, School of Pharmacy

Gonghua Song, Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, 130 Meilong Rd., Shanghai 200237

Shanghai Key Laboratory of Chemical Biology, School of Pharmacy

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Published

2018-05-16

Issue

Vol. 54 No. 3 (2018): Metal-catalyzed synthesis of heterocycles

Section

Original Papers