Multi-step reaction with 3 steps
1.1: dimethyl sulfoxide; phosgene / dichloromethane / 0.25 h / -78 °C
1.2: 0.33 h / -78 - 20 °C
2.1: tetra-(n-butyl)ammonium iodide; piperidine; tert.-butylhydroperoxide / decane; ethyl acetate / 5 h / 50 °C
3.1: (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; caesium carbonate / tetrahydrofuran / 8 h / 20 °C / Molecular sieve
With
piperidine; (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; tert.-butylhydroperoxide; phosgene; tetra-(n-butyl)ammonium iodide; caesium carbonate; dimethyl sulfoxide;
In
tetrahydrofuran; decane; dichloromethane; ethyl acetate;
3.1: |Diels-Alder Cycloaddition;
DOI:10.1021/jo401433q