1: 86 percent / hydrochloric acid / diethyl ether / 3 h / 25 °C 2: 97 percent / pyridine 3: 1.) sodium iodide, 2.) DBU / 1.) DMF, 50 deg C, 3.5 h, 2.) 80 deg C, 3.5 h 4: 1.) sodium hydride, 3.) aluminum chloride, lithium aluminum hydride / 1.) ether, 25 deg C, 1 h, 2.) 10 h, 3.) 0 deg C, 1 h View Scheme

1: 86 percent / hydrochloric acid / diethyl ether / 3 h / 25 °C 2: 97 percent / pyridine 3: 1.) sodium iodide, 2.) DBU / 1.) DMF, 50 deg C, 3.5 h, 2.) 80 deg C, 3.5 h View Scheme

1: 86 percent / hydrochloric acid / diethyl ether / 3 h / 25 °C 2: 97 percent / pyridine 3: 1.) sodium iodide, 2.) DBU / 1.) DMF, 50 deg C, 3.5 h, 2.) 80 deg C, 3.5 h 4: 1.) sodium hydride, 3.) aluminum chloride, lithium aluminum hydride / 1.) ether, 25 deg C, 1 h, 2.) 10 h, 3.) 0 deg C, 1 h View Scheme

1: 95 percent / pyridine 2: 1.) sodium iodide, 2.) DBU / 1.) DMF, 50 deg C, 3.5 h, 2.) 80 deg C, 3.5 h 3: 95 percent / m-chloroperbenzoic acid View Scheme