SYNTHESIS OF NOVEL 1-(1,5-DIARYL-1,10b-DIHYDROPYRROLO[1,2-<i>a</i>][1,2,4]TRIAZOLO[3,4-<i>c</i>]PYRAZIN-3-YL)ETHANONES <i>via</i> 1,3-DIPOLAR CYCLOADDITION OF NITRILIMINE

Authors

  • Yulin Huang Key Laboratory of Theoretical Organic Chemistry and Functional Molecules, Ministry of Education, School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan Taoyuan Road, Hunan 411201, China
  • Demin Ren Key Laboratory of Theoretical Organic Chemistry and Functional Molecules, Ministry of Education, School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan Taoyuan Road, Hunan 411201, China
  • Xianyong Yu Key Laboratory of Theoretical Organic Chemistry and Functional Molecules, Ministry of Education, School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan Taoyuan Road, Hunan 411201, China
  • Ju-Lan Zeng School of Chemistry and Food Engineering, Changsha University of Science and Technology, Changsha Chiling Road, Hunan 410114, China
  • Xiaofang Li Key Laboratory of Theoretical Organic Chemistry and Functional Molecules, Ministry of Education, School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan Taoyuan Road, Hunan 411201, China

DOI:

https://doi.org/10.1007/5326

Keywords:

nitrilimine, pyrrolo[1, 2-a]pyrazine, [1, 2, 4]triazolo[3, 4-c]pyrazine, 1, 3-dipolar cycloaddition

Abstract

The 1,3-dipolar cycloaddition of nitrilimine, generated in situ from (Z)-N-aryl-2-oxopropanehydrazonoyl bromide and Et3N, to 3-arylpyrrolo[1,2-a]pyrazine afforded novel 1-(1,5-diaryl-1,10b-dihydropyrrolo[1,2-a][1,2,4]triazolo[3,4-c]pyrazin-3-yl)ethanones in moderate yields. The structures of all the products were characterized thoroughly by NMR, IR, and HRMS.

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Published

2020-01-31

Issue

Vol. 56 No. 1 (2020)

Section

Original Papers