1.1: pyridine / 6 h / 0 °C 2.1: copper(l) iodide; methyllithium / tetrahydrofuran; diethyl ether / 1 h / -78 °C 2.2: 0.17 h / 20 °C 3.1: 2,2'-azo-bisisobutyronitrile; N-bromosuccinmide / tetrachloromethane / 4 h / |Reflux View Scheme

1.1: pyridine / 6 h / 0 °C 2.1: copper(l) iodide; methyllithium / tetrahydrofuran; diethyl ether / 1 h / -78 °C 2.2: 0.17 h / 20 °C 3.1: 2,2'-azo-bisisobutyronitrile; N-bromosuccinmide / tetrachloromethane / 4 h / |Reflux 4.1: copper dilithium tetrachloride / tetrahydrofuran; diethyl ether / 2 h / 0 - 20 °C 5.1: potassium carbonate / methanol / 20 °C View Scheme