Multi-step reaction with 6 steps
1.1: n-butyllithium; sulfur / tetrahydrofuran; n-heptane / 0.75 h / -78 °C / Inert atmosphere
1.2: 1.5 h / -78 °C / Inert atmosphere
2.1: potassium carbonate; copper(l) iodide; N,N,N,N,-tetramethylethylenediamine / toluene / 20 h / 110 °C / Inert atmosphere
3.1: acetic acid; sulfuryl dichloride / water; dichloromethane / 1.58 h / 0 - 20 °C
4.1: triethylamine / dichloromethane / 16 h / 0 - 20 °C
5.1: water; lithium hydroxide / tetrahydrofuran / 2 h / 20 °C
6.1: N-ethyl-N,N-diisopropylamine; 2-(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl)-1,1,3,3-tetramethylisouronium hexafluorophosphate / dichloromethane / 1 h / 20 °C
With
copper(l) iodide; n-butyllithium; sulfuryl dichloride; 2-(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl)-1,1,3,3-tetramethylisouronium hexafluorophosphate; N,N,N,N,-tetramethylethylenediamine; water; potassium carbonate; sulfur; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hydroxide;
In
tetrahydrofuran; n-heptane; dichloromethane; water; toluene;
DOI:10.1021/jm4005835