toluene-4-sulfonic acid in acetone T=20°C; 9 h;

1: palladium 10 on activated carbon; potassium fluoride / methanol / 48 h / 70 °C / |Inert atmosphere; |Microwave irradiation 2: toluene-4-sulfonic acid / acetone / 9 h / 20 °C View Scheme

1: isopropylmagnesium chloride lithium chloride complex / diethyl ether; tetrahydrofuran / 1.08 h / -78 - 0 °C / |Inert atmosphere 2: palladium 10 on activated carbon; potassium fluoride / methanol / 48 h / 70 °C / |Inert atmosphere; |Microwave irradiation 3: toluene-4-sulfonic acid / acetone / 9 h / 20 °C View Scheme

1: diisobutylaluminium hydride / dichloromethane / 1 h / -78 °C / |Inert atmosphere 2: chloro-trimethyl-silane / dichloromethane / 9 h / 0 - 20 °C / |Inert atmosphere 3: isopropylmagnesium chloride lithium chloride complex / diethyl ether; tetrahydrofuran / 1.08 h / -78 - 0 °C / |Inert atmosphere 4: palladium 10 on activated carbon; potassium fluoride / methanol / 48 h / 70 °C / |Inert atmosphere; |Microwave irradiation 5: toluene-4-sulfonic acid / acetone / 9 h / 20 °C View Scheme

1: triethylamine / dichloromethane / 12 h / 0 - 20 °C / |Inert atmosphere 2: diisobutylaluminium hydride / dichloromethane / 1 h / -78 °C / |Inert atmosphere 3: chloro-trimethyl-silane / dichloromethane / 9 h / 0 - 20 °C / |Inert atmosphere 4: isopropylmagnesium chloride lithium chloride complex / diethyl ether; tetrahydrofuran / 1.08 h / -78 - 0 °C / |Inert atmosphere 5: palladium 10 on activated carbon; potassium fluoride / methanol / 48 h / 70 °C / |Inert atmosphere; |Microwave irradiation 6: toluene-4-sulfonic acid / acetone / 9 h / 20 °C View Scheme

1: Na2CO3*1.5H2O2; potassium iodide / acetic acid 2: triethylamine / dichloromethane 3: isopropylmagnesium chloride / tetrahydrofuran 4: sodium iodide; chloro-trimethyl-silane / acetonitrile 5: dichloromethane 6: triethylamine / dichloromethane / 12 h / 0 - 20 °C / |Inert atmosphere 7: diisobutylaluminium hydride / dichloromethane / 1 h / -78 °C / |Inert atmosphere 8: chloro-trimethyl-silane / dichloromethane / 9 h / 0 - 20 °C / |Inert atmosphere 9: isopropylmagnesium chloride lithium chloride complex / diethyl ether; tetrahydrofuran / 1.08 h / -78 - 0 °C / |Inert atmosphere 10: palladium 10 on activated carbon; potassium fluoride / methanol / 48 h / 70 °C / |Inert atmosphere; |Microwave irradiation 11: toluene-4-sulfonic acid / acetone / 9 h / 20 °C View Scheme

1: triethylamine / dichloromethane 2: isopropylmagnesium chloride / tetrahydrofuran 3: sodium iodide; chloro-trimethyl-silane / acetonitrile 4: dichloromethane 5: triethylamine / dichloromethane / 12 h / 0 - 20 °C / |Inert atmosphere 6: diisobutylaluminium hydride / dichloromethane / 1 h / -78 °C / |Inert atmosphere 7: chloro-trimethyl-silane / dichloromethane / 9 h / 0 - 20 °C / |Inert atmosphere 8: isopropylmagnesium chloride lithium chloride complex / diethyl ether; tetrahydrofuran / 1.08 h / -78 - 0 °C / |Inert atmosphere 9: palladium 10 on activated carbon; potassium fluoride / methanol / 48 h / 70 °C / |Inert atmosphere; |Microwave irradiation 10: toluene-4-sulfonic acid / acetone / 9 h / 20 °C View Scheme

1: isopropylmagnesium chloride / tetrahydrofuran 2: sodium iodide; chloro-trimethyl-silane / acetonitrile 3: dichloromethane 4: triethylamine / dichloromethane / 12 h / 0 - 20 °C / |Inert atmosphere 5: diisobutylaluminium hydride / dichloromethane / 1 h / -78 °C / |Inert atmosphere 6: chloro-trimethyl-silane / dichloromethane / 9 h / 0 - 20 °C / |Inert atmosphere 7: isopropylmagnesium chloride lithium chloride complex / diethyl ether; tetrahydrofuran / 1.08 h / -78 - 0 °C / |Inert atmosphere 8: palladium 10 on activated carbon; potassium fluoride / methanol / 48 h / 70 °C / |Inert atmosphere; |Microwave irradiation 9: toluene-4-sulfonic acid / acetone / 9 h / 20 °C View Scheme

1: sodium iodide; chloro-trimethyl-silane / acetonitrile 2: dichloromethane 3: triethylamine / dichloromethane / 12 h / 0 - 20 °C / |Inert atmosphere 4: diisobutylaluminium hydride / dichloromethane / 1 h / -78 °C / |Inert atmosphere 5: chloro-trimethyl-silane / dichloromethane / 9 h / 0 - 20 °C / |Inert atmosphere 6: isopropylmagnesium chloride lithium chloride complex / diethyl ether; tetrahydrofuran / 1.08 h / -78 - 0 °C / |Inert atmosphere 7: palladium 10 on activated carbon; potassium fluoride / methanol / 48 h / 70 °C / |Inert atmosphere; |Microwave irradiation 8: toluene-4-sulfonic acid / acetone / 9 h / 20 °C View Scheme

1: dichloromethane 2: triethylamine / dichloromethane / 12 h / 0 - 20 °C / |Inert atmosphere 3: diisobutylaluminium hydride / dichloromethane / 1 h / -78 °C / |Inert atmosphere 4: chloro-trimethyl-silane / dichloromethane / 9 h / 0 - 20 °C / |Inert atmosphere 5: isopropylmagnesium chloride lithium chloride complex / diethyl ether; tetrahydrofuran / 1.08 h / -78 - 0 °C / |Inert atmosphere 6: palladium 10 on activated carbon; potassium fluoride / methanol / 48 h / 70 °C / |Inert atmosphere; |Microwave irradiation 7: toluene-4-sulfonic acid / acetone / 9 h / 20 °C View Scheme