Multi-step reaction with 7 steps
1.1: trifluoroacetic acid / dichloromethane; methanol / 0.5 h / 0 °C
2.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 6 h / 0 °C
3.1: potassium carbonate / N,N-dimethyl-formamide / 0 - 20 °C
4.1: 1,1'-sulfinylbisbenzene; trifluoromethylsulfonic anhydride; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / -60 - -40 °C / Molecular sieve; Inert atmosphere
4.2: -60 - 20 °C / Inert atmosphere
5.1: thiourea; 2,6-dimethylpyridine / N,N-dimethyl-formamide / 12 h / 50 °C
6.1: 1.3-propanedithiol; triethylamine / tetrahydrofuran; methanol / 48 h / 20 °C
7.1: sodium hydrogencarbonate / water; tetrahydrofuran / 0.17 h / 0 °C
With
2,6-dimethylpyridine; 1.3-propanedithiol; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trifluoromethylsulfonic anhydride; [bis(acetoxy)iodo]benzene; 1,1'-sulfinylbisbenzene; sodium hydrogencarbonate; potassium carbonate; triethylamine; thiourea; trifluoroacetic acid; 2,4,6-tri-tert-butylpyrimidine;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1039/c2ob26928g