Multi-step reaction with 2 steps
1.1: phosphorus tribromide / chloroform / 1.25 h / 0 - 20 °C / Inert atmosphere
1.2: 20 °C / Inert atmosphere
1.3: pH 8 / Inert atmosphere; Cooling with ice
2.1: 1,4-diaza-bicyclo[2.2.2]octane; lithium chloride; (5aR,10bS)-5a,10b-dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride / toluene; tert-butyl alcohol / 1 h / 25 °C / Inert atmosphere; Schlenk technique
With
1,4-diaza-bicyclo[2.2.2]octane; (5aR,10bS)-5a,10b-dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride; phosphorus tribromide; lithium chloride;
In
chloroform; toluene; tert-butyl alcohol;
1.2: |Vilsmeier-Haack Formylation / 1.3: |Vilsmeier-Haack Formylation / 2.1: |Michael Addition;
DOI:10.1021/jo400950j