Technology Process of (S)-3-(3-chlorophenyl)-1,3-dimethylindolin-2-one
There total 10 articles about (S)-3-(3-chlorophenyl)-1,3-dimethylindolin-2-one which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
With
[PdMe2(N,N,N’,N’-tetramethylethylenediamine)]; C32H32NP; sodium t-butanolate;
In
cyclohexane;
at 50 ℃;
for 18h;
optical yield given as %ee;
enantioselective reaction;
Inert atmosphere;
DOI:10.1021/ja903880q
- Guidance literature:
-
Multi-step reaction with 7 steps
1: potassium carbonate; tetra-(n-butyl)ammonium iodide / toluene / 12 h / 50 °C
2: sodium hydroxide / 2 h / Reflux
3: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 20 °C / Inert atmosphere
4: triethylamine / dichloromethane
5: sodium hydride / tetrahydrofuran
6: cesium fluoride; potassium carbonate / N,N-dimethyl-formamide
7: dichloro bis(acetonitrile) palladium(II); (S)-4-tert-butyl-2-[2-(diphenylphosphino)phenyl]-4,5-dihydro-1,3-oxazol; tetrahydroxydiboron; 1,4-diaza-bicyclo[2.2.2]octane; water / acetonitrile / 14 h / 80 °C
With
1,4-diaza-bicyclo[2.2.2]octane; dichloro bis(acetonitrile) palladium(II); oxalyl dichloride; tetrahydroxydiboron; water; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; triethylamine; N,N-dimethyl-formamide; (S)-4-tert-butyl-2-[2-(diphenylphosphino)phenyl]-4,5-dihydro-1,3-oxazol; cesium fluoride; sodium hydroxide;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
7: |Heck Reaction;
DOI:10.1002/anie.201700195
- Guidance literature:
-
Multi-step reaction with 8 steps
1: sulfuric acid / 2 h / Reflux
2: potassium carbonate; tetra-(n-butyl)ammonium iodide / toluene / 12 h / 50 °C
3: sodium hydroxide / 2 h / Reflux
4: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 20 °C / Inert atmosphere
5: triethylamine / dichloromethane
6: sodium hydride / tetrahydrofuran
7: cesium fluoride; potassium carbonate / N,N-dimethyl-formamide
8: dichloro bis(acetonitrile) palladium(II); (S)-4-tert-butyl-2-[2-(diphenylphosphino)phenyl]-4,5-dihydro-1,3-oxazol; tetrahydroxydiboron; 1,4-diaza-bicyclo[2.2.2]octane; water / acetonitrile / 14 h / 80 °C
With
1,4-diaza-bicyclo[2.2.2]octane; dichloro bis(acetonitrile) palladium(II); oxalyl dichloride; tetrahydroxydiboron; sulfuric acid; water; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; triethylamine; N,N-dimethyl-formamide; (S)-4-tert-butyl-2-[2-(diphenylphosphino)phenyl]-4,5-dihydro-1,3-oxazol; cesium fluoride; sodium hydroxide;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
8: |Heck Reaction;
DOI:10.1002/anie.201700195
