Multi-step reaction with 8 steps
1.1: boron trifluoride diethyl etherate / dichloromethane / 4 h / 0 - 20 °C
2.1: sodium methylate / methanol / 12 h / 20 °C
2.2: 6 h / 20 °C
3.1: pyridine / dichloromethane / 0 - 20 °C
4.1: acetic acid / 2 h / 80 °C
5.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 4 h / 20 °C
6.1: potassium hydrogencarbonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C
7.1: pyridine; dmap / dichloromethane / 3 h / 0 - 20 °C
8.1: 1-benzenesulfinyl piperidine / dichloromethane / 0.5 h / 20 °C / Molecular sieve; Inert atmosphere
8.2: 0.25 h / -60 - -40 °C / Molecular sieve; Inert atmosphere
8.3: 4 h / -40 - 20 °C / Molecular sieve; Inert atmosphere
With
pyridine; dmap; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 1-benzenesulfinyl piperidine; [bis(acetoxy)iodo]benzene; boron trifluoride diethyl etherate; sodium methylate; potassium hydrogencarbonate; acetic acid;
In
methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/cmdc.201400019