Technology Process of N-nosyl-4-aza-4'-methoxybenzo[2',1'-g]bicyclo[7.2.2]tridec-9(10)-ene
There total 14 articles about N-nosyl-4-aza-4'-methoxybenzo[2',1'-g]bicyclo[7.2.2]tridec-9(10)-ene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; toluene;
at 20 ℃;
for 12h;
DOI:10.1021/ol060455e
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 3.12 g / imidazole / dimethylformamide / 15 h / 20 °C
2.1: 98 percent / KHMDS / tetrahydrofuran / 4 h / -78 - 20 °C
3.1: DPEphos; triethylamine; pinacolborane / Pd(OAc)2 / CH2Cl2 / 1 h / 85 °C
3.2: Cs2CO3 / Pd(PPh3)4 / dimethylsulfoxide / 2 h / 81 °C
3.3: 946 mg / TBAF / tetrahydrofuran / 3 h / 20 °C
4.1: 90 percent / 0.33 h / 165 °C
5.1: 57 percent / triphenylphosphine; diethyl azodicarboxylate / toluene; tetrahydrofuran / 12 h / 20 °C
With
1H-imidazole; pinacol borane; potassium hexamethylsilazane; triethylamine; triphenylphosphine; bis[2-(diphenylphosphino)phenyl] ether; diethylazodicarboxylate;
palladium diacetate;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
3.2: Suzuki-Miyaura reaction / 5.1: Mitsunobu reaction;
DOI:10.1021/ol060455e
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: BH3*THF / tetrahydrofuran / 3 h / Heating
1.2: 5.93 g / triethylamine / CH2Cl2 / 19 h / 20 °C
2.1: 98 percent / 4-(dimethylamino)pyridine / CH2Cl2 / 2 h / 20 °C
3.1: DPEphos; triethylamine; pinacolborane / Pd(OAc)2 / CH2Cl2 / 1 h / 85 °C
3.2: Cs2CO3 / Pd(PPh3)4 / dimethylsulfoxide / 2 h / 81 °C
3.3: 946 mg / TBAF / tetrahydrofuran / 3 h / 20 °C
4.1: 90 percent / 0.33 h / 165 °C
5.1: 57 percent / triphenylphosphine; diethyl azodicarboxylate / toluene; tetrahydrofuran / 12 h / 20 °C
With
dmap; borane-THF; Pinacolborane; triethylamine; triphenylphosphine; bis[2-(diphenylphosphino)phenyl] ether; diethylazodicarboxylate;
palladium diacetate;
In
tetrahydrofuran; dichloromethane; toluene;
3.2: Suzuki-Miyaura reaction / 5.1: Mitsunobu reaction;
DOI:10.1021/ol060455e