SYNTHESIS OF 1'-ARYL-3''-(1<i>H</i>-BENZOTRIAZOL-1-YL)-5',5'',6',6'',7',7a'-HEXAHYDRO-1'<i>H</i>,8''<i>H</i>-DISPIRO[INDENO[1,2-<i>b</i>]QUINOXALINE-11,3'-PYRROLIZINE-2',7''-INDOLIZIN]-8''-ONES <i>via</i> CYCLOADDITION REACTION

Authors

  • Yulin Ling College of Resources and Environment, Zunyi Normal University, Zunyi Pingan Road, Zunyi 563006, China
  • 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
  • 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/10.1007/5916

Keywords:

azomethine ylide, 11H-indeno[1, 2-b]quinoxalin-11-one, L-proline, 1, 3-dipolar cycloaddition.

Abstract

The 1,3-dipolar cycloaddition reaction of (E)-7-arylidene-3-(1H-benzotriazol-1-yl)-6,7-dihydroindolizin-8(5H)-one and azomethine ylide which was generated in situ by the reaction of 11H-indeno[1,2-b]quinoxalin-11-one and L-proline afforded novel 1'-aryl-3''-(1H-benzotriazol-1-yl)-5',5'',6',6'',7',7a'-hexahydro-1'H,8''H-dispiro[indeno[1,2-b]quinoxaline-11,3'-pyrrolizine-2',7''-indolizin]-8''-one in moderate yields. The structures of all the products were characterized thoroughly by NMR, IR spectra, HRMS together with X-ray crystallographic analysis.

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Published

2021-02-23

Issue

Vol. 57 No. 2 (2021)

Section

Original Papers