SYNTHESIS OF NOVEL 2'-ARYL-4'-HYDROXY-4',5,5',6-TETRAHYDRO-2'<i>H</i>,8<i>H</i>-SPIRO[INDOLIZINE-7,3'-THIOPHEN]-8-ONE DERIVATIVES <i>via</i> SULFA-MICHAEL/ALDOL CASCADE REACTIONS

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, Hunan 411201, China
  • Guihua Tang 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, 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, Hunan 411201, China
  • Ju-Lan Zeng School of Chemistry and Food Engineering, Changsha University of Science and Technology, Changsha 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, Hunan 411201, China

DOI:

https://doi.org/10.1007/5312

Keywords:

1, 4-dithiane-2, 5-diol, 6, 7-dihydroindolizin-8(5H)-one, sulfa-Michael/aldol cascade reaction, spiro heterocycle

Abstract

The sulfa-Michael/aldol cascade reaction of (E)-7-arylidene-6,7-dihydroindolizin-8(5H)-ones and 1,4-dithiane-2,5-diol afforded novel
2'-aryl-4'-hydroxy-4',5,5',6-tetrahydro-2'H,8H-spiro[indolizine-7,3'-thiophen]-8-ones in low to moderate yields. The structures of all products were characterized thoroughly by NMR, IR, HRMS, together with X-ray crystallographic analysis.

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Published

2020-01-31

Issue

Vol. 56 No. 1 (2020)

Section

Original Papers