Multi-step reaction with 10 steps
1.1: acetic acid; bromine / 2 h / 20 °C
2.1: potassium carbonate / acetone / Reflux
3.1: potassium hydroxide; water; copper; copper(II) oxide / 1 h / 140 °C / Inert atmosphere; Microwave irradiation
4.1: phenylboronic acid / toluene / 1 h / Reflux; Dean-Stark
4.2: 46 h / 100 °C / Molecular sieve; Sealed tube
4.3: 2 h / Reflux
5.1: potassium carbonate / acetone / 4 h / Reflux
6.1: ethanol / 14 h / Reflux
7.1: pyridine / dichloromethane / 1.5 h / 0 - 20 °C
8.1: trichlorophosphate / acetonitrile / 1 h / Reflux; Inert atmosphere
9.1: (1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II); formic acid; triethylamine / N,N-dimethyl-formamide / 20 °C
10.1: water; sodium hydroxide / ethanol / 3 h / 20 °C
With
pyridine; (1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II); formic acid; water; bromine; copper; potassium carbonate; acetic acid; triethylamine; copper(II) oxide; potassium hydroxide; sodium hydroxide; trichlorophosphate; phenylboronic acid;
In
ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;
8.1: |Bischler-Napieralski Reaction;
DOI:10.1016/j.bmc.2012.12.016