Multi-step reaction with 14 steps
1.1: iodine; water; acetic acid; potassium iodate / 20 h / 20 °C
2.1: potassium carbonate / acetonitrile / 3.5 h / 40 °C
3.1: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / -78 °C / Inert atmosphere
3.2: 0.58 h / -78 °C / Inert atmosphere
4.1: methanesulfonic acid / 2 h / 20 °C
5.1: pyridine / 14 h / 20 °C
6.1: boron trifluoride diethyl etherate; triethylsilane / chloroform; acetonitrile / 1 h / 4 °C / Inert atmosphere
7.1: acetic acid; bromine / 20 °C
8.1: methanol; sodium methylate / 2 h / 20 °C
9.1: triethylamine / N,N-dimethyl-formamide / 4 - 20 °C / Inert atmosphere
10.1: n-butyllithium / tetrahydrofuran; hexane / 0.22 h / -78 °C / Inert atmosphere
10.2: 0.5 h / -78 °C / Inert atmosphere
11.1: methanesulfonic acid; methanol / 0.5 h / 20 °C
12.1: pyridine / 15 h / 20 °C
13.1: boron trifluoride diethyl etherate; triethylsilane / chloroform; acetonitrile / 0.5 h / 4 °C / Inert atmosphere
14.1: tris-(o-tolyl)phosphine; triethylamine; palladium diacetate / acetonitrile / 0.33 h / 120 °C / Inert atmosphere; Microwave irradiation
With
pyridine; methanol; triethylsilane; potassium iodate; n-butyllithium; methanesulfonic acid; boron trifluoride diethyl etherate; water; bromine; iodine; sodium methylate; palladium diacetate; potassium carbonate; acetic acid; triethylamine; tris-(o-tolyl)phosphine;
In
tetrahydrofuran; hexane; chloroform; N,N-dimethyl-formamide; acetonitrile;
14.1: |Heck Reaction;