Multi-step reaction with 10 steps
1: 1) hexamethyldisilazane, trimethylchlorosilane, SnCl4 / 1) MeCN, CH2Cl2, to 60 deg C, 2) reflux, 1h
2: 75 percent / tetrahydrofuran; H2O / 0.03 h / Heating
3: 82 percent / 4-dimethylaminopyridine, phenoxythiocarbonyl chloride / acetonitrile / 24 h / Ambient temperature
4: 53 percent / AIBN, n-Bu3SnH / toluene / 3 h
5: 73 percent / NH3 gas / methanol / a) r.t, 24h, b) 50 deg C
6: 69 percent / pyridine / dioxane
7: 100 percent / pyridine / CH2Cl2 / Ambient temperature
8: 84 percent / NaN3 / dimethylformamide / 5 h / 120 °C
9: 99 percent / NaOMe / methanol / 20 h / Ambient temperature
10: 1) PPh3 / 1) toluene, r.t., 2h, 2) reflux, 20h
With
pyridine; dmap; chloro-trimethyl-silane; sodium azide; phenoxy-thiocarbonyl chloride; 2,2'-azobis(isobutyronitrile); ammonia; tri-n-butyl-tin hydride; sodium methylate; tin(IV) chloride; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1080/00021369.1990.10870451