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Chemoselective Aza-Michael Addition of Enolizable Heterocyclic Imine-Thiols to Levoglucosenone
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Chemoselective Aza-Michael Addition of Enolizable Heterocyclic Imine-Thiols to Levoglucosenone
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Journal Article
Chemoselective Aza-Michael Addition of Enolizable Heterocyclic Imine-Thiols to Levoglucosenone
2026
Overview
Heterocyclic sulfur and nitrogen containing compounds capable of forming an equilibrium: thiol/imine = thione/amine (N=C-S-H ⇌ H-N-C=S) were reacted with levoglucosenone (LG) in the presence of triethylamine. Unexpectedly, the only isolated products were the result of the aza-Michael addition. No S-adducts were detected. All products were crystalline with good to excellent yields. The structure of products was determined using NMR, MS, and single-crystal X-ray analysis.
Publisher
MDPI AG,Multidisciplinary Digital Publishing Institute (MDPI)
