Multi-step reaction with 7 steps
1: 1.) NaNO2, H+, KBr, 2.) CH3CO3H
2: 90 percent / PBu3 / methanol / 0.75 h / Ambient temperature
3: 84.2 percent / Heating
4: 1.) AcOAg, 2.) thiourea, pyridine / 1.) CH2Cl2, 6 h, 2.) DMF, from 0 deg C to RT
5: 1.) oxalyl chloride, DMSO, 2.) TEA / 1.) CH2Cl2, -70 deg C, 3 h, 2.) CH2Cl2, from -70 deg C to -10 deg C, 20 min
6: 12 percent / LiClO4 / acetonitrile / 4 h / -20 °C
7: 30 percent / m-chloroperbenzoic acid / CH2Cl2 / 6 h / Ambient temperature
With
pyridine; peracetic acid; oxalyl dichloride; tributylphosphine; TEA; silver(I) acetate; lithium perchlorate; hydrogen cation; dimethyl sulfoxide; thiourea; 3-chloro-benzenecarboperoxoic acid; potassium bromide; sodium nitrite;
In
methanol; dichloromethane; acetonitrile;
DOI:10.1021/jm9601967