PPh3 gold(I) chloro complex; 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane bis(tetrafluoroborate) in acetonitrile T=60°C; 1.5 h; Inert atmosphere;

2,3-diphenylcyclopropenone; trifluoromethanesulfonic anhydride in dichloromethane T=23°C; 4 h; Inert atmosphere;

oxalyl dichloride; 2,3-diphenylcyclopropenone in acetonitrile-D3 T=23°C; 2 h; Inert atmosphere;

(Ph3P)AuCl; 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane bis(tetrafluoroborate) in acetonitrile T=70°C; 15 h;

poly[4-(diacetoxyiodo)styrene]; iodine in acetonitrile T=30°C; 3 h; Irradiation;

(Ph3P)AuNTf2; (Ru(bpy)3(PF6)2) in methanol T=20°C; Schlenk techniqueInert atmosphereSealed tubeIrradiation; Reagent/catalystSolvent;

2,2'-azo-bisisobutyronitrile; triphenylstannane in acetonitrile; benzene Cyclization; hydrogen abstraction; 2 h; Heating; Product distribution; Further Variations:Solvents;

tri-n-butyl-tin hydride in α,α,α-trifluorotoluene 3 h; Inert atmosphereIrradiation;

potassium hydroxide in water T=60°C; 12 h;

1: 80 percent / DMAP; Et3N / CH2Cl2 / 20 °C 2: 94 percent / NaBH4 / methanol / 0.5 h / 20 °C 3: 96 percent / PPTs / CH2Cl2 / 20 °C 4: 98 percent / TBAF / tetrahydrofuran / 2 h / 20 °C 5: 100 percent / DEAD; PPh3 / tetrahydrofuran / 24 h / 20 °C 6: 96 percent / PPTs / ethanol / 4 h / 55 - 60 °C 7: 52 percent / DMAP / CH2Cl2 / 24 h / 20 °C 8: 60 percent / Ph3SnH; AIBN / benzene; acetonitrile / 2 h / Heating View Scheme